A Proper Young Woman’s Guide to Anal Etiquette

lordodie · September 3, 2012

A little something by ME!

A Proper Young Woman’s Guide to Anal Etiquette: Foreword
By: Lord Odie

Disclaimer: The following is a work of pure sexual fantasy and is intended for adult audiences ONLY. If you are under the age of 18, please stop reading NOW and go tell your parent and/or guardian that you need stricter internet supervision. Any physical resemblance to a real person that any fictional character herein may bear is probably intentional and is meant as a compliment. Furthermore, all fictional characters in the following fantasy are professionals and good at what they do. So please, don’t try this at home; if such things were even physically possible. If you still insist on trying this at home, please send all pictures and feedback about the experience to myself at: lordodietheauthor@gmail.com. If I can’t stop you I can at least make sure you’re doing it right. Consider yourself disclaimed.

Background

Our story takes place in the not too distant future where the proper, conservative upbringing of respectable young ladies includes the ingrained obedience to authority figures of any type, whether it’s teachers, bosses, parents, or significant others. In the case of heterosexual relationships the authority figure is obvious. In far more common lesbian relationships since, for some unknown reason of nature, women now outnumber men five to one, one of the two partners inevitably takes on the role of authority and the other quickly becomes the subservient. Both heterosexual and lesbian relationships are equally acceptable in the society of the day. Regardless of the type of relationship, one thing is consistent throughout all decent, socially acceptable pairings: the unyielding anal submission of the subservient female. The anal submission by the dominant female is totally at her own discretion.

Young ladies are expected to be instructed by their mothers and older sisters from the time they come of age, which is the time they start having sex on their own, to accept objects into their anal cavities. This training continues into the girls’ late teens and early twenties as they’re taught to accept still larger and larger objects into their nether holes until they can’t achieve sexual satisfaction without those holes being fully, and sometimes painfully, packed. That doesn’t infer that anal training stops there. A proper young woman’s anal education is a lifelong commitment by all members of society.

This isn’t to say that sexuality is publicly flaunted, as such displays are considered gauche and amoral in the future. In the privacy of the home, of course, anything goes and usually does; sexual depravity being the norm behind closed doors. But in public, what is considered proper social behavior has come full circle to what was acceptable maybe in the 1950’s. A little bit of cleavage on display is okay but tits about ready to pop out of a top is too risqué. A skirt at mid thigh length is perfectly acceptable whereas if the ass cheeks are clearly visible below the hem line, the lady in question is likely to get arrested for solicitation. Equally, that’s not to say that every passerby is oblivious to the very likely fact that all the conservatively dressed business women walking down the street have large plugs up their bottoms and maybe a set of tight nipple clamps crushing their aroused nipples, if the lady in question were so inclined. Quite the contrary in fact. It’s just socially unacceptable to mention such things in polite company. A knowing glance at the cute girl in the next cubicle as she squirms uncomfortably in her office chair is enough to communicate that everyone knows the reason why.

This is the way of the future world. And this is the world in which we find our main protagonists. Meet the Wilders family, consisting of the buxom Laura and her five beautiful daughters: Emily, Cora, Naomi, Mary and Amanda.

Name: Laura Wilder
Age: 46
Occupation: Bank branch manager
Vital Statistics: Tall, petite, 34FF cup breasts, dark red hair

Laura is a very desirable cougar and socialite, and the mother to five lovely daughters. She was brought up in a strict, conservative family; which in today’s day in age means the most strenuous anal capacity training imaginable. Laura insists on teaching strict anal discipline to her five daughters, which makes her a good mother by today’s meter stick. She has a ‘thing’ going on with her young secretary, Tanya, while she looks for a new Mr. or Mrs. Right. Her husband, Dave, died of a heart attack a few years prior leaving Laura and her daughters to want for nothing; financially at least. But this has left Laura’s other wants yearning for the strict discipline that she has enjoyed at the hands of her late husband ever since she was a teenager.

Inspiration:
http://gweedopig.com/index.php/2009/08/23/hottie-of-the-week-bianca-beauchamp/comment-page-2/

Name: Emily Wilder
Age: 18
Occupation: High school senior
Vital Statistics: On the short side, very petite, 32B cup breasts, fiery red hair

Emily is the youngest of five daughters and a veteran of both the swim and tennis teams. She is the black sheep of her family in that she hasn’t taken to extreme anal penetration as enthusiastically as her older sisters have; and nowhere near as much as her mother insists she does. Although she doesn’t like to admit it, she really does get off on anal stimulation just as much as her siblings and mother. It’s just that her teenage rebelliousness insists that she prove her mother wrong; even though she know deep down that her mother is right. Emily is currently pursuing Matt, the captain of the boys swim team.

Inspiration:
http://galleries.onlytease.com/1162p-p/pics/14n.jpg

Name: Cora Wilder
Age: 18
Occupation: High school senior
Vital Statistics: Medium height, athletic, 34D cup breasts, brown hair (dyed black)

Cora is Emily’s closest sister, being only 10 months older than her. While Emily is introverted, Cora was a social butterfly on the varsity cheerleading squad and is up to date on the latest gossip for almost everything and everyone. While she is just as athletic as her younger sibling, she has a slightly more curvaceous figure and larger breasts which she flaunts freely, much to the chagrin of her very conservative mother. Cora is currently in-between serious relationships right now but she has an on again, off again relationship with her best friend Stacy; who is also on the cheerleading squad.

Inspiration:
http://www.redbloodedthing.com/galleries/Met-Art-Provare-Dark-Curly-Hair/met-art_AF_765_17.jpg

Name: Naomi Wilder
Age: 22
Occupation: Waitress and aspiring model
Vital Statistics: On the tall side, petite, 34C cup breasts, brown hair

Naomi relishes in her role as the middle, wild child. With a rock hard body very similar to her younger sister Emily’s, but with larger breasts, she can turn heads whenever she wants to. Naomi is an aspiring model who holds down a day job as a waitress in a private, European style club in between gigs. She distinguishes herself from her mother and sisters by being masochistic almost in the extreme; which was saying something for a family of overtly masochistic women! She is currently dating Dale, the night manager of the club she works at; despite her mother’s disapproval of him. She’s also seeing Rebecca, a fellow waitress at her club, on the side.

Inspiration:
http://www.bettinabush.com/babe-of-the-day/

Name: Mary Wilder
Age: 26
Occupation: Legal aid and secretary
Vital Statistics: Medium height, curvaceous, 36FF cup breasts, brown hair

Mary is the second oldest sibling of Emily’s and the only one of Laura’s daughters to match her in the breast size department. Mary never had a problem in the lady department; being uninterested in men all together. When she was a junior in high school she was involved in a bad car accident and can’t feel her legs anymore and is confined to a wheelchair, being incapable of walking. Fortunately, nothing is wrong with her lady parts and her desire to use them. She lives with and works for her fiancé, a 34 year old lawyer named Victoria. Victoria, for her part, finds all manner of interesting things to do with her beloved Mary and her chair bound condition.

Inspiration:
http://www.fuckingmotherfucker.com/fucking-mother-fucker-blog/pictures-of-the-new-busty-pinup-model-september-carrino/

Name: Amanda Wilder Fallon
Age: 28
Occupation: Small business owner and inventor
Vital Statistics: Medium height, curvaceous, 36DD cup breasts, dark red hair

Amanda is the oldest daughter of Laura. She is the only one of her siblings to have graduated from college with a degree so far; which she earned in mechanical engineering. Amanda is just as curvy as her younger sister Mary, but with slightly more proportional breasts and her mother’s dark red hair. Her husband, Todd, 31, is also a college graduate with a degree in computer engineering. Together, they own a company called Anal By Design, which specializes in sophisticated, high end computerized training aides designed for the use of extreme anal dilation and capacity training. Amanda really enjoys being self employed and insists on personally field test everyone their designs; for safety and liability reasons of course.

Inspiration:
http://hosted.met-art.com/met-art_mw_47_127//full/met-art_mw_47_9.jpg

A Proper Young Woman’s Guide to Anal Etiquette: Chapter 1
By: Lord Odie

Disclaimer: The following is a work of pure sexual fantasy and is intended for adult audiences ONLY. If you are under the age of 18, please stop reading NOW and go tell your parent and/or guardian that you need stricter internet supervision. Any physical resemblance to a real person that any fictional character herein may bear is probably intentional and is meant as a compliment. Furthermore, all fictional characters in the following fantasy are professionals and good at what they do. So please, don’t try this at home; if such things were even physically possible. If you still insist on trying this at home, please send all pictures and feedback about the experience to myself at: lordodietheauthor@gmail.com. If I can’t stop you I can at least make sure you’re doing it right. Consider yourself disclaimed.

Masturbation

Eighteen year old Emily moaned softly to herself as she tried to jill herself off as quietly as possible in the soft confines of her own bed. She’d already kicked off her sheets and was lying, naked from the waist down, spread eagle for all the world to see; should anyone other than her sister, Cora, have been present in their large bedroom to observe her. She’d taken care to ensure the rest of the family was sound asleep fifteen minutes ago when she’d begun her nightly masturbation session. She knew Cora wouldn’t have bothered her even if she had been awake; other than to maybe watch her performance quietly and lock the mental recording away for later use. But her sister almost always got herself off earlier in the night and slept like a very satisfied rock until Laura, their mother, woke them up in the morning. Emily glanced at the clock again. 3:24 AM. Good, she reassured herself. She should be able to orgasm at least once or twice, maybe even a third time if she was still feeling horny, clean up and be back to sleep without anyone being the wiser to her nocturnal activities.

Emily was still wearing her old, faded, tight pink Hello Kitty T-shirt, which was her favorite nighttime sleepwear. And that was it. She glanced down again, past her perky, medium sized breasts, with the rock hard nipples clearly visible even in the dimly lit room’s light, over her flat, athletic stomach to the empty doorway and out into the hall; it was a nervous “God, please don’t let anyone be there” action she did repeatedly while she masturbated at night. She would have locked the door to their bedroom if any of the rooms in the house, other than a few of the closets, actually had doors on them. Her parents had firmly believed that a close and loving family had no secrets to hide from each other and therefore no reason to close any doors; and even less reason to lock them. The first thing Emily’s father had done with all the doors in any house they’d ever moved into was remove all the doors and put them up in the attic, only to be re-hung if and when the house was resold. It was kind of a forward thinking concept, even in today’s day and age, but Emily had grown up with it so it was as normal as normal got; even if it was a bit inconvenient when she attempted to get herself off in relative privacy.

Emily returned her attention to the moist slit between her legs. If her mother ever caught her doing what she was doing to herself there’d be Royal Hell to pay. That was sure as death and taxes!

Well, it wasn’t as much as what she was doing to herself but how she was doing it.

Emily’s right hand was working her clit furiously; her left hand was busy plunging two fingers in and out of her dripping pussy, trying, and succeeding, to tickle her G-spot each time she bottomed out in her sloppy front hole. While her fingers focused on the – all too important – task at hand, her mind was replaying her memory of the captain of the swim team’s glistening, barley clothed body climbing out of the school’s Olympic sized pool. Of course, in her version of events, the skimpy little Speedo he wore for competition swimming was conspicuously absent; the source of the large bulge in the front of said Speedos was not. Emily had been, not so subtly, pursuing Matt for over a month now and she’d finally succeeded in getting that elusive first date only yesterday. She couldn’t wait for Saturday night to get here so she could be alone with him! She’d succeeded in winning his attentions where at least a dozen other girls who’d been fighting for them had failed. The race for Matt’s heart, or at least his loins – “those huge, beautiful loins” Emily obsessed longingly to herself –, had been ongoing ever since he and his longtime girlfriend had broken up a month and a half ago. A pack of starving wolves fighting for a succulent lamb lost in the woods was not an inaccurate metaphor for the weeks long contest. “And Matt thought he had faced fierce competition when he won state last year in the 100 meter butterfly!” Emily added mirthfully.

Last night’s masturbation session had been the most fervent in recent memory as she’d celebrated her hard won dating victory in her own, private way. “Tonight’s is promising to be almost as spectacular” she thought to herself as she came closer and closer to losing herself over the peak of her approaching orgasm. Emily tried, again, to ignore the large hunk of latex buried up her bottom hole as her hips gyrated in rhythm to her expertly dancing digits. Tired and failed. She would have just taken the plug out before she started diddling herself but she’d long since realized that her orgasms didn’t seem anywhere near as strong when she masturbated with an empty butt; Emily was just too well trained for that to be the case. “Damn my mother and her notion of a proper upbringing to Hell”, she thought as the peak drew ever closer. “If it wasn’t for her insistence on such a ‘proper’” she vehemently cursed the word, “upbringing for a young lady I wouldn’t have this need to have my butt packed just to get off!” she complained bitterly. Emily always told herself she kept the – thrice damned – plug up her bum while she masturbated just in case she got caught so that she’d have a readily available out. She didn’t like admitting the truth; even to herself in the privacy of her own mind.

Her mother had always insisted that her daughters, of whom Emily was the youngest, maintain a properly dignified amount of anal dilation; which meant that they were all required to sleep with a large, smooth plug buried deep up their backsides since they were old enough to have sex. Her older sisters had taken to it well enough, enthusiastically some would say – very enthusiastically in her oldest sister’s case –, but the young Emily was a stubborn child and had refused to accept her mother’s anal administrations with anything approaching the gusto of her older siblings. For example: Her oldest sister, Amanda, was ten years older than herself, an intelligent, driven college educated woman with a degree in mechanical engineering, and happily married to a really great guy. And she still kept her back hole well stretched and open for anything her overbearing mother, or overly supportive husband, fancied to shove up there. In fact, if Todd – her aforementioned husband – wasn’t around, she’d damn sure invent something to stretch her butt out still further just to satisfy her own craving for it; just because she could! It was all madness to the young woman masturbating quietly in the dark!

Emily’s mind lingered on her oldest siblings butt without her realizing she’d switched mental gears. The way it just gaped loosely open on the rare occasions when it wasn’t being forced open wider still by her husband’s cock, a large plug, a first, or something similar. The memories of that well trained posterior had always excited her more than she cared to admit. Just focusing on it now brought her to the peak of her nearing orgasm. “Wait, God damn it! I’m supposed to be thinking about Matt, Matt, not my sister’s butt” Emily scolded herself; trying to get her mind back on track. “Damn my mother to the very depths of Hell for this entire anal fixation!” That was Emily’s final though before a hand closed around her wrist and jerked it away from her throbbing clit just as the waves of orgasm where about to knock her off the very precipice of that very peak.

Emily gasped in frustration and instant furry just long enough for her eyes to fly open and see her mother standing over her, grasping her arm firmly and with disapproval on her face. Emily’s approaching orgasm immediately retreated in a full route from whence it came; her free hand frozen in mid plunge into her still spasming cunt. “Mother!” was all she was able to get out as she gasped for air. “I… I can explain!” she stammered in an attempt to justify her current state of arousal.

“Explain what?” Laura asked sternly. “How I caught you red handed, or wet fingered as the case may be, getting yourself off and leaving that wonderful bottom of yours completely neglected? Is that how I raised you young lady?!” she demanded. Emily remained silent and looked down, not wanting to meet her mother’s furious eyes. It was then she noticed that her hand was still half buried in her pussy; she quickly removed her fingers. “I thought not.” her mother replied to her own obviously rhetorical question. “Now clean those evil fingers off while I get out you masturbation kit.” Emily, ever the obedient daughter whenever she had no choice on the issue, immediately brought her soiled hand up to her mouth and began sucking the pussy juices off of her fingers while her mother turned on the bedside lamp to shine some light onto the situation.

As the light was clicked onto its dimmest setting, Emily, who’d been happily going about her business from just the glow of the nightlight in the hallway, immediately squinted her eyes in sudden shock at the brightness. She realized she must be a sight for perverted eyes now that the entire picture was clearly visible in the increase light: a damn near naked teenager wearing only a ratty T-shirt that left very little to the imagination laying across her bed with her legs spread as wide as they would go, an empty, sopping wet front hole, the base of a obviously large butt plug nestled comfortably between her wide spread butt cheeks in her rear hole, and Emily sucking her cunt juice slicked fingers – at her mother’s command – clean one by one; just the way she’d been taught to do. Any decent 20th century porn director worth his AVN awards would have given at least half a dozen money shots to film a scene like that. The panorama wasn’t lost on Emily’s mother who felt her own cunt moisten at the incredibly hot spectacle.

Laura, for her part, was the picture of a MILF in her purple babydoll chemise. In her late 40’s, she was determined to keep a hard body despite having given birth to five girls, and at this she succeeded spectacularly. She had to since she was officially back on the market after her husband’s death three years ago. Sexy chemises were her usual nighttime wear. They were comfortable to sleep in, and hot as Hell to anyone catching an eyeful; which was normally only her daughters. The one she was wearing tonight was one of her favorites: a sheer three-quarter cup affair which came dangerously close to exposing her now hardening nipples and barley contained her still firm FF cup breasts. Like her wayward daughter, she too was naked from the waist down; she and all her daughters normally went this way around the house. Also like her youngest and oldest daughters, she was a red head. Oddly enough though, the middle three girls had all turned out to be dark haired beauties. All six of them also shared the same pubic hair style that was the norm these days: that being nonexistent. It was hard to hide things like that when they had always slept bottomless around each other for as long as each had come of age. But what brought all six of the women truly together was the glimpse of hard latex that was usually poking out from between all their bottom cheeks; in this, Laura was no different than her daughters. “Those that can’t may teach, but those who can teach best” her mother had always said when she’d been growing up.

Incidentally, her late husband’s favorite saying had always been, “a pussy is for fucking and an ass is for stretching… and then fucking”. They’d always agreed on the basic theory if not the exact wording. And that was one of the main reasons her parents had loved Dave when they’d all been around; God rest their souls!

Out loud Laura said “I’ve been getting suspicious of your early morning activities, young lady, for a while now, but last night’s little escapade confirmed my suspicions. You were nowhere near as quiet as I think you thought you were. So I figured tonight I’d just check on you to see how you were handling things. Imagine my surprise to see you jilling yourself with just your pathetic little nighttime plug in. What would your father do if he were still alive?” Laura demanded quietly so as not to wake Cora, who was sleeping on the other side of the room. Emily could say nothing to help her current plight so she didn’t say anything at all; she just continued to suck her already clean fingers. “I’ll tell you what he’d do. He’d take both of us down to the basement, and maybe all your sisters too just to emphasize the point, and shove punishment plugs up all our asses! And we’d be sleeping with those, or larger, for a damn week!” Despite herself, Laura felt a pang of desire at the thought. She hadn’t been forced to wear one of her frighteningly large punishment plugs in years; there was no one around to punish her, after all. But as for her daughter, that would soon be corrected. “Starting tomorrow, I’m going to take charge of your nightly masturbation; which will be conducted when Cora does hers. You should be taking notes from her; she knows how to work a girl’s asshole over!” Laura said glancing over her shoulder at her sleeping second youngest daughter.

Emily glanced quickly over at her sleeping sibling; following her mother’s gesture. Cora was only ten months older than herself. They’d always been in the same grade at school leaving most people to think that they were twins; even though they bore little physical resemblance to each other and even less of a resemblance personality wise. While Emily was mostly introverted and favored swimming and tennis as sports, Cora was a social butterfly on the varsity cheerleading squad and was up to date on the latest gossip for almost everything. While both were toned and athletic, Emily was very petite and proud of her perky B cups while Cora was a bit more curvaceous and often displayed way too much cleavage, for their mother’s taste at least, with her much larger D cups; sizable assets which benefited her greatly when she’s been competing for the cheerleading squad. And of course, for the boys and girls in the dating pool. Despite those seemingly outward differences the two sisters were as close as any two sisters could be and were almost inseparable. During the day they ate lunch together, hung out in gym class together and had the same circle of friends. At night, even with Emily’s aversion to anal, they had spent many a happy evenings locked in a passionate 69 while they drove toys, fingers, and sometimes even whole fists, into each others’ maternally trained nether holes. Their mother would often watch them – quietly and approvingly – play in that manner from their door-less bedroom entrance before returning to her own bedroom and her own masturbation kit. This was an act of loving, sisterly bonding that they’d been taught by their next older sisters Naomi and Mary when both of them had still lived at home. They in turn had learned it from their oldest sister and their loving mother. And if history was any teacher, Laura had been probably been properly instructed in it from her older sisters and mother.

At this very moment, however, Cora was sound asleep on her front, half twisted up in her sheets, wearing a comfortable blue, cotton, sleeveless shirt. Conveniently, her derriere wasn’t a part of her that was covered up by her bedding and she wasn’t wearing anything other than her top either. This left the large round circle of the base of a butt plug, considerably larger than Emily’s but equally considerably smaller than their mother’s, clearly visible in the dim light. Even though Emily and Cora had come of age at about the same time, and had spent many hours lying on their mother’s bed, side by side, spreading their butt cheeks apart with their hands while their mother ravaged their rear holes in turn with progressively larger toys, Cora had taken to a proper upbringing enthusiastically while Emily had only grudgingly suffered thought it. After Laura had considered her two youngest offspring sufficiently trained in the proper mannerisms of young ladies, she’d let them continue their training at their own pace. Cora had continued with gusto while Emily had gradually all but stopped her anal dilation; which lead up to tonight’s predicament.

Laura continued berating her youngest daughter, “I’d just always thought you weren’t as interested in such things as a young girl should be. Imagine what would happen if you went off to college next fall and your roommate found you masturbating with such a small plug up your bum. You’d be socially ostracized! This is for your own good, young lady!” Emily diplomatically decided not to mention the fact that not all girls were brought up in the proper manner; some girls her age had never even so much as had a finger up their butts. The idea was absurdly odd to even her; she had no idea what her mother would say if she tried to use such an argument in her defense. Emily opted for discretion and so maintained her quiet finger sucking while her mother ranted her irritation.

Laura reached down between her youngest’s legs – past the excitedly dripping pussy – to easily extract the large, relatively speaking, plug from its hiding place. Despite the lack of regular stretching and workouts that the rest of the female assholes in the household subjected themselves to on a daily basis, Emily’s sphincter was nowhere near as tight and resilient as it once had been. She only grunted softly as the widest part of the plug left her body, leaving her with a very temporary feeling of emptiness; and her back hole gaping open a mere inch and a half across. The plug was about two inches in diameter at the base, about two and a half inches at its widest point and about six inches long; a sizable toy indeed at some earlier point in ancient history. Laura just looked at it and shook her head, then looked down at her daughter’s smallish gape and back at the plug.

“The first thing that needs to go is all of your small plugs. We might as well donate them to Good Will tomorrow since you won’t need them anymore.” Emily wanted to protest but thought better of it. “Now open up and clean this off.” Laura said as she lowered the slightly stained plug to her – for the moment – obedient daughter’s quickly opening mouth. Emily, to her credit, didn’t even flinch as her lips locked around the base of the soiled plug and her mouth and tongue got to the distasteful business of sucking it clean; it’s not like it was the first time she’d tasted that part of a woman’s body. Fortunately, the plug was only slightly stained since Emily still diligently maintained her regular enema regime; just because she wasn’t a fan of butt sex didn’t mean she didn’t like to be clean. “And get those fingers to work doing something useful for a change.” Laura demanded as she turned to get Emily’s masturbation kit. Emily quickly readjusted herself so that her forearms were under her butt cheeks and her hands went to work inserting fingers into her momentarily empty ass. She easily reached inside with three fingers of each hand and pulled hard; preparing herself for what both women knew was soon to come. Emily grunted in quiet consternation at the self imposed, and very unwelcome, stretching of her nether hole.

As Laura went to retrieve Emily’s masturbation kit from under the bed, Emily was treated to the appealing – despite herself – sight of the base of a truly massive plug protruding from her mother’s shapely ass as she bent over. “Damn!” Emily thought to herself. “A girl has to work hard at that for decades to take something like that up her butt and walk around like nothing was amiss.” Which was exactly how her mother had accomplished such a feat. Laura had had just as proper of an upbringing from her parents as Emily and her sisters had had from Laura and Dave. As big as she knew the plug was up her mother’s rear end, and only God knew how big it actually was, she knew that her mother was capable of taking much larger; much, much larger. She was just going easy on herself for her nighttime plug. Emily felt the familiar surge of lust and admiration she always felt when she saw her mother’s distended ass from so close. The sight before her restarted her previously stalled arousal; all thought of Matt lost for now. A girl just couldn’t grow up being personally involved in as much mother on daughter, or sister on sister, sex and not be turned on at such a view! She was her mother’s daughter, after all, and despite her own preferences, there was anal work that needed doing. The fact that the ‘anal’ in question was in reference to Emily’s own, uncooperative back hole was a minor point.

“Ah! Hear it is!” Laura quietly exclaimed quietly, still trying not to wake Cora, as she hauled the large suitcase size kit out from under the bed. “There’s actually dust on this thing! We need to spend a lot more quality time together, you and I, young lady!” Laura exclaimed. Emily’s masturbation kit was pink with Hello Kitty stickers stuck all over it; she’d always had a thing for the franchise; even today. The fact that such a cute box held such sinister tools of anal education, inevitably targeted at the youngest Wilder daughter’s illogically resistive anus, had always so turned on all of the other women in the Wilder household was no secret to anyone. And it was about ready to be opened back up to administer an aptly deserved lesson to the young woman in question. The well used kit was placed on top of Emily’s nightstand and reverently opened, revealing the tools with which Emily’s back hole would soon be abused with. The top of the kit contained a row of a dozen flesh colored, realistically veined, dildos ranging from two inched thick and six inches long to a whopping five inches thick and eighteen inches long, as well as a row of twelve similarly sized butt plugs just beneath. There was an empty spot in the lineup of butt plugs where the plug that was now being diligently tongue washed in the teenager’s mouth would nominally be stored; it was the second smallest one. The bottom of the kit contained an assortment of miscellaneous tools: inflatable butt plugs, nipple clamps, anal beads of various and frightening sizes, magnetized dildo harnesses, magnetized chastity belts, magnetized suction cups, magnetized handles, several more specialized plugs and dildos, a few punishment catheters, ball and dildo gags, etcetera. Fun things like that. Although, there was nothing present in the kit that wasn’t a common enough teaching aide for any young woman of proper, conservative upbringing.

Laura selected the three inch wide, ten inch long veined dildo form its storage place and gently massaged it as if it was a real cock. “Ah. The veined dildo: A girl’s first line of defense in the never ending battle against having an asshole that’s too tight.” Laura observed as she reached back into the kit for some lube and a magnetized handle. “We’ll start with this one tonight and work our way up something more fun another night.” She commented offhandedly. The plugs and dildos themselves were all magnetic and could be attached to a multitude of accessories. The handle Laura had selected and snapped onto the intimidating dildo was a sturdy two handed affair; perfect for getting a firm grip with both hands to drive whatever point had to be made home into whatever resistant hole happened to be available.

Her tools selected, Laura moved to the foot of Emily’s bed and crouched down between the reclining teen’s widely spread legs as her daughter continued to finger her already slack rear hole. “Go ahead and get your fingers out of mommy’s way, dear.” Laura instructed. “Just pull your cheeks apart and help mommy stretch you out a bit more by staying relaxed.” Laura continued and Emily immediately complied. Laura paused for a moment to appreciate the view and wonder if her own ass had ever had that small of a gape; certainly not for many, many years. Maybe when she was sixteen and had been having sex with her then boyfriend for almost a year, but certainly not long after that since her parents had found out about the affair soon thereafter and had started her anal dilation training almost immediately. The yawning black cave that was Emily’s rectum was clearly visible in the soft light, just below her obviously moist pussy. Her hands were on each ass check pulling them apart as hard as she could but the open hole itself was only a pitiful two inches across at its widest point. That was just unacceptable in any daughter of Laura Wilder’s!

Laura set the formidable tool to the side for the moment to quickly dip two, then three, then four fingers of her right hand up her daughter’s rear. In no time at all, she had half her hand buried into the quickly expanding back hole of the young woman; all the way up to her perpendicularly extended thumb. “Emily may not play with her cute little butt as much as I know she needs to for a girl her age, but her butt itself certainly remembers the lessons I’ve taught it in the past.” Laura thought as Emily gasped and moaned softly at the intrusion into her most private orifice. With her hand so buried, Laura began rotating it 180 degrees, clockwise and then counterclockwise and back again, inside of her daughter’s ass; trying to get the maximum amount of dilation for the minimum amount of effort. Aloud: “Shhh. Now quite down, baby.” Laura’s hand went through another series of twists and thrusts as her daughter gasped and moaned at the intrusion. “You don’t want to wake up your sister, who’s sleeping so soundly, just because you needed your mother to remind you how to properly treat this little hole of yours.” She reinforced the point by turning her hand towards the bed and pressing firmly downward. Emily gasped as empty black nothingness appeared above Laura’s hand. “Good” Laura thought to herself. “Let’s open this up a little more before we start playing for real.” Emily’s mother placed her left hand on top of her youngest’s pubic mound to hold her steady and then began pulling the no longer overly resistive sphincter in all directions with the four fingers of her right hand already burred into the young orifice. This continued for several moan filled minutes as the loving mother worked her daughter’s pliable hole open wider and wider, quite literally, with a skilled and knowing hand.

In no time at all Laura was able to see at least an inch of spare room above the top her hand no matter which direction she pulled the willing young asshole. Not allowing her daughter to get comfortable with the level of dilation she was already experiencing, Laura quickly folded her thumb over her hand and pressed her fist forward; it quickly disappeared up Emily’s backside with only a soft ‘sluuuurp’ to mark the occasion. Emily was a bit more responsive than her compliant asshole to the situation as she let out a – none too soft – moan of mixed pain and building pleasure. “Emily!” her mother, as quickly and as silently as she could, admonished her daughter. “Mind your volume or I’ll fetch one of your penis gags out of your masturbation kit and mind it for you! And it will neither be a thin or a short one!”

“Sorry, mother.” Emily responded much more quietly, her volume now under control. “I’ll try to – ungh – keep it down.” The chastened teen apologized to her mother under her reproachful glare as the older woman began twisting her now closed fist around the inside of the young woman’s rectum.

“Honestly, Emily. If you would have just taken care of your own hole’s basic needs, I wouldn’t have to be doing it myself at half past the ass crack of early in the morning.” Laura continued, berating her daughter as she moved her first around inside the sloppy hole of her daughter’s ass, ensuring no spot was left unstretched. “You think I don’t have my own needs I could be satisfying right this very instant instead of teaching you how to do something you should know how to do yourself by now?” she continued. Emily, wisely – except for the odd moan and gasp – continued to remain silent as her mother worked her rear hole over to her satisfaction.

A few quiet moan filled minutes of expert motherly fist to daughterly ass lecturing passed into eternity; Laura nodded to herself and slowly withdrew her hand from her daughter’s now quivering anus. “There now; that wasn’t so bad. You should be all nice and stretched out for a proper buggering. Now turn over onto your front, reach back and spread your cheeks so mommy can make you feel good. And I don’t want to hear a word of protest from you, young lady!”

Emily, her aversion to anal all but forgotten in the heat of the moment, didn’t need any further encouragement. She quickly flipped herself over onto her belly, raised her butt invitingly off the bed and spread her shapely legs. Reaching back with both hands to spread her now much looser nether hole open to her mother’s administrations, she lay breathing heavily with her butt slowly and unconsciously rotating in lazy little circles in its anticipation of more attention from her mother.

As Laura picked up the veined dildo she’d selected as she briefly admired her handy work in the now over two and a half inch diameter vortex leading up her daughter’s backside. The pause was only a brief one as she readjusted herself on the bed to rise to her knees and line up the toy with Emily’s needy ass. The change of position momentarily reminded Laura of the presence of her own large toy, safely wedged between her own ass cheeks, as it shifted welcomingly. But it was a momentary distraction as she refocused on the task at hand. With just little forward pressure, the head of the large dildo slipped past Emily’s too tired to resist anus and, inch by satisfying inch, the thick tool made its way unimpeded into her daughter’s moist bowels. All Emily could do was sigh and moan appreciatively as the entire ten inch length of the realistically shaped dildo was sheathed into her pert backside. Seeing any one of her daughters bent over with their butt in the air and a double handed dildo handle protruding from between two young and toned cheeks always gave Laura an internal chuckle. And she’d seen every one of her daughters in that very same position more times than she could ever remember. “Like Arthur and the Sword in the Stone, I’m Laura and the Dildo in the Daughter!” she giggled softly to herself as she did her best impression of her imaginary, heroic self. Single handedly, she grabbed the mythical ‘sword’ and began extracting the ‘blade’ from its ‘rock’, letting it pop free with soft sucking sound. “Proving once again that I’m Queen of the Wilders Bitches!” she proclaimed proudly to herself, smiling at her private fantasy. “Unlike Arthur, though, this ‘sword’ needs to go back into its ‘rock’. And then out again. And then back in yet again. But faster. And with a lot of repetitions.” she continued to herself as the smile on her face disappeared right along with the large faux cock back up her daughter’s still lazily rotating bum. Emily just continued to moan softly – totally unaware of the strange direction her mother’s thoughts had taken – as her bum was subjected to the penetrations of her mother’s unstoppable tool.

Getting serious now, Laura grabbed the handle of the large dildo with both hands, over handed in the way a person from a few centuries ago would have churned butter, and began to pick up the pace. Emily was soon getting her butt truly and properly reamed. The veined toy was being extracted to the point that all but the last inch or two of the three inch wide monster stayed inside her sucking anus and then the remaining eight or nine inches would quickly be rammed back in so deep that the hilt at the base of the dildo made a soft, wet slapping sound as it made contact with her tautly spread cheeks. In fact, ‘churning butter’ wouldn’t be a bad metaphor for the hot and sexy display.

The minutes dragged on and the pounding continued unabated. Emily was now sweating and writhing on the bed unabashedly while she bit down on her sheets and tried not to moan too loudly as she lost herself in the ecstasy that was radiating from her abused bottom. “I just hate it when my mother is right!” she cursed to herself as her previously lost orgasms resurfaced and again began washing over her again. “Awe, fuck it!” she conceded defeat and bit the sheets harder still; the large slab of latex continuing to ravage her pliable, young, rearmost hole.

Laura was sweating too, but from the upper body workout she was getting as she pile drove the three inch thick butt stretcher in and out of her daughter’s sloppy rear end. “I should really be wearing a sports bra” she thought to herself as her massive mammaries swung violently back and forth in cadence to the pounding she was giving her youngest daughter’s neglected rectum. Laura had enough sweat glistening on her toned body now that her large breasts were making a slight slapping sound of their own as they slammed into each other every time she bottomed out in her ungrateful teen’s upturned ass. As her large breasts swayed back and forth, the thumb sized nipples topping each orb were getting a very nice tickling as they rubber across her babydoll chemise and had long since become hard as diamonds. She really wished she had a free hand or two so that she could give the stiff nubs the proper tweaking, pinching and rolling they desired. “You can take care of your own needs later, you horny vixen! Your daughter needs you right now.” She promised herself as she continued the downward thrusting of the thick anal pacifier.

Despite her personal promise of a later reprieve, she’d already gotten quite worked up; Laura could feel her juices freely running down the inside of her thighs. Between the close up and personal view of her sexy teenager’s most private hole being viciously brutalized by a large and relentless tubular intruder and her own renegade nipples being stimulated to the point that they felt like they would soon burst if someone didn’t bite down on them soon – and preferably very hard! – she’d neglected to keep her own well trained bottom clenched down sufficiently enough on the nighttime plug that was situated deep inside her own most private hole. Too late she realized that her stimulated and relaxed sphincter had failed in its job entirely and the huge rectal dilator was slipping past her most intimate defenses; it descended almost a full foot to rest on her daughter’s bed. Laura gasped in unexpected delight as her anus stretched pleasantly around the thick plug’s four and a half inch diameter body. Her sphincter had just been expanded, without her explicit permission, from the mere four inch thick base of the impressive plug. And despite the next best thing to an entire foot of latex toy which now reached from the toned cougar’s widely stretched butt cheeks to the sheets of her daughter’s bed below, nearly as much of the thick bitch tamer still remained deep inside of Laura’s suddenly grasping ass as what had accidentally slipped out.

“Damn it!” she quietly cursed to herself, trying not to interrupt the sawing rhythm of the – now, relatively appearing, very much smaller– toy into Emily’s orgasming, upturned ass. If Emily had noticed her mother’s soft outburst she gave no hint of it; lost in the waves of anal orgasm that she was. Laura bit her lip in consternation as she tried to decide what to do; a half inserted butt plug was a distracting quandary, no matter what its actual size was. As quickly as the indecision came her mind, her body made its own decision; which Laura discovered a few seconds later as she finally noticed that her hips had already began to ride up and down on the smooth shaft piercing her cheeks. “Oh God yes!” she hissed to herself, throwing her head back in pleasure. She intentionally picked up the pace of her hips, needing to abuse her own needy hole more than ever now.

Despite the sheer size of the massive plug stretching her humble bottom, which was now being driven into the horny mother’s ass by her very own body weight, the fact remained that it was still just a smooth nighttime plug designed for comfortable, long duration wear; it wasn’t textured for short term pleasure. Laura soon groaned to herself in resignation to that fact. There was no way this was going to get her off. All this was doing was frustrating her still further and increasing her already running at full steam libido. “At least I don’t have to keep this up much longer” Laura commented to herself as she noticed that her daughter’s steadily building orgasm had hit its earth shattering climax. The younger woman suddenly went rigid and flattened herself on the bed below, emitting a muffled scream into the mattress. Laura immediately changed the challenging rhythm of the ten inch invader which was punishing Emily’s tightly clenching bottom to a different one designed to push Emily’s already strong orgasm just a little bit farther. She slowly withdrew veined tool to the halfway point and quickly, and much more forcefully, thrust it inwards as hard a she could; trying to burry every fraction of an inch into the teenager’s spasming butt. Emily only grunted between her otherwise continuous screams as the three inch thick daughter tamer slammed into her quivering anal ring so hard it shoved her forward an inch or so with each thrust.

Again and again the skillfully employed toy slammed into Emily’s barely coping sphincter. Again and again Emily grunted against her screaming, continuous orgasms as she was forced forward inch after inch by the forceful impact of firm, unyielding latex against the supple and all too yielding teenage flesh of her no longer resisting ass. Finally, totally spent, Emily went limp on her bed as her mother ceased the savage assault on her helpless back hole. All she could do was lay there and gasp for air and try and regain her senses.

Laura, also breathing hard, but for an entirely different and unsatisfying reason, leaned back on her heels to get some much needed air. The humongous plug resting on the bed beneath her slid still further up her butt as she did so, eliciting as soft sigh of desire from her lips. Quickly refocusing on her daughter she asked “See there? That’s what your body needed. Not that silly thing you were doing to yourself when I came in here half an hour ago.” she said reassuringly to her daughter as she leaned forward to softly squeeze and caress the cheeks of her daughter’s still fully packed ass. The double handed handle sticking out between her daughter’s pert butt cheeks was once again all that was visible of the ten inch toy. All Emily could manage in response was a jerky nod of agreement as her voice was still beyond her ability to control. Laura continued to massage her daughter’s firm butt cheeks for a moment or two, enjoying how her manipulations of Emily’s derriere caused the latex handle to flop tantalizingly this way and that, then lovingly patted her daughter on the rear and sat back up again. Reaching between her dripping pussy lips to the thick, smooth plug beyond, Laura grabbed hold of the base and began reinserting the entire length into her horny back passage until her sphincter closed around the four inch thick base, against its will, once again. Forcing it to accept a smaller diameter toy than it had inadvertently grown used to was not something she desired at this moment either. Her slutty, insatiable, rear hole demanded something larger, and with a pleasing texture; and she knew it. A demand she intended to placate as soon as she finished with the maternal nurturing her daughter currently required of her and she was able to return to her own room; and her own waiting masturbation kit with its considerably larger weapons of ass destruction.

Laura stood up slowly, allowing her muscles to acclimate to the new, vertical position. She walked over to her daughter’s masturbation kit and selected a smallish, for her at least, butt plug that was two and three quarter inches at the base, three and a quarter inches in diameter for most of its body and about eight inches in length overall. Returning to her daughter’s side she bent over and slowly extracted the ten inch toy already nestled inside the teenager’s backside, causing Emily to moan in disappointment at the sudden feeling of emptiness. Quickly before the, considerably larger than previous, gaping hole could even begin to consider attempting to close, Laura lined the slightly thicker plug up with it and pressed inwards. Emily began to groan softly as the plug met with all the brief, pitiful resistance her battered anus could muster. That didn’t last long at all and the plug quickly slipped past Emily’s sore, ever expanding sphincter; eliciting a slight ‘yip’ from the young woman. It finally came to rest against the moistened ring of the forcefully loosened muscle; a ring of muscle that Laura had now made her personal mission in life to retrain in the ways of proper behavior.

Laura moved up to the head of the bed, rolling her daughter over onto her back as she went, in order to face her directly. “There. Now that is a much more reasonably sized plug to be wearing to bed for a girl your age. We’ll work your butt up to something larger in the next few days.” Laura reassured her daughter as she cupped the young woman’s face in her hand. “I’m sorry I was so forceful with you earlier, but it was for your own good; you know that, don’t you.”

“Yes, mom” Emily replied, reaching up with her own hand to hold her mother’s wrist. “I’m sorry I was masturbating wrong in the first place.” She half lied. She really hadn’t desired tonight’s lesson but was glad for it now that it’d happened. The considerably larger plug wedged between her cheeks was uncomfortably wide but it felt good and proper in the afterglow of such a powerful anal orgasm.

“I’m glad to hear that, Emily.” Her mother replied. Handing the glistening phallus to her daughter, “now be sure to clean up your toys and put them back where they belong before you go back to sleep or we’ll have to add a spanking to your punishment first thing in the morning; and I know how much 18 year old girls hate to be spanked by their over bearing mothers!” she quietly half hinted, but with an underlying tone of complete certainty about the spanking if her orders weren’t carried out to the letter. She routinely warmed the bottoms of her daughters when they got disrespectful or too lack-some; like skipping out on their full allotment of cleansing enemas. Cleanliness is next to Godliness, after all.

Emily took the sizable toy, which had until very recently been plowing into her unprotected rear end, from her mother and hugged it between her perky breasts with both arms like it was her cherished, girlhood teddy bear. “I will mom. Promise!” she whispered in response.

“Good girl.” Her mother said proudly, bending down to kiss her youngest goodnight. It was a passionate, lingering kiss. A proper mother/daughter kiss. And as their tongues met, Laura’s hand wandered down between her daughter’s slender legs to the moist pussy between. She easily slipped two fingers into the post orgasmic slime she found there and worked their way around the inside of her daughter’s front hole; it was the first time she’d touched that part of her daughter’s anatomy this morning. In no time at all, the fingers were coated thoroughly with Emily’s juices. While Laura was fingering her daughter, Emily’s hand had found her mother’s leg at the knee and had quickly navigated up the thigh to the dripping pussy at its apex. Emily’s own two fingers had just as easily sunk into her mother’s horny cunt and soon became drenched in the older woman’s horny juices.

After a minute or so of hungry tonguing, Laura broke off the kiss with her daughter as four very wet fingers extracted themselves from two equally wet pussies. As if in unison, both women reached their dripping fingers up to the other’s waiting mouth, which eagerly opened to greedily suck the offered digits clean. It was a practiced maneuver for Laura and her daughters; as it was for most close, female relatives in proper, conservative families. The exchange of pussy juice in this fashion was a common way for mothers and daughters to say good night to each other; once the daughter was of age and had started her anal training of course. Laura had always insisted her and her daughters say good night to each other in this way ever since each one of them had reached the proper age. After all, sucking your own juices off of the offered fingers of a loved one was always a great trust building exercise.

After they had finished sucking the other’s fingers clean, Laura started to stand back up, but allowed her hand to drift back down to her daughter’s gushing slit to go finger diving for a second time; this usually wasn’t part of the normal routine but Laura wanted some of the teenager’s succulent juice to go and Emily was in no mood to argue. “Alright, I’m headed back to bed. You get a good night’s sleep and I’ll wake you in the morning.” She said as her third finger joined the previous two and slipped into her daughter’s drenched pussy to scoop out as much of the sweet girl cum as she could. Emily only inhaled sharply and hugged the veined dildo to her chest harder with both arms, which caused her breasts mould themselves around the thick shaft in a very pleasing manner. Her mother continued to harvest Emily’s juices for a few more moments as enjoyed the view of the supple breasts rising and falling in time with the young woman’s steady breathing. “I love you, honey” her mother said, reluctantly removing her fingers and then bringing them up to her hungry lips.

“I love you to, mom.” Emily said, finally devoid of her mother’s questing fingers and with the early stages of horniness returning.

Laura smiled sweetly to her daughter and turned to leave as she tasted her juice soaked fingers. She moaned softly as the taste of her daughter’s anal induced orgasms filled her mouth; closing her eyes in bliss. At the doorway to the bedroom, since of course there was no actual door, she turned to quickly wave goodnight to her youngest daughter a final time, not interrupting her fervent finger sucking in the process. She briefly noticed Cora still fast asleep, and blissfully unaware of what had just come to pass mere feet from her person, and smiled to herself. “Cora will be pissed as Hell in the morning when she finds out what I did to Emily; and that she didn’t get to play too.” Laura thought to herself as she turned and headed towards the master-less master bedroom, still relishing her Emily flavored fingers. “Cora really loves the taste of Emily after a really hard orgasm more than the taste of any of her other sisters; more than the taste of her mother even! I don’t know how I’ll ever make this up to her” Laura continued as she walked down the hallway. “I’m sure I’ll come up with something” she reassured herself. But for now, there was a satisfyingly over-sized, veined dildo just waiting to ravage her own very hungry asshole just around the next corner. Her free hand moved up to her hard nipples to give them the attention then demanded as well as she made her way towards her own impending anal induced orgasms. “It’s always such a rewarding experience teaching proper masturbation!” Laura concluded as she disappeared down the hall.

Minutes later, the soft sounds of wet slapping – emanating from an exquisitely trained asshole sparring against a latex juggernaut that was utterly unimpressed with its opponent – and deep, satisfied moans began drifting back down that same hall. The sounds continued for the better part of the next hour before all was quiet again inside the Wilder home. Edited September 3, 2012 by lordodie

inflator20 · September 3, 2012

A little something? A little amazing I think.

This was really well done with lots of detail (measurements of the toys and how gaped the asses were, shape and texture of dildos) and a sexy background and situation (love the mother-daughter incest). Quite lengthy too which is very nice.

I would really like to take a peek inside Laura's room and especially through her toy collection! I hope we get to see the use of some very large and thick dildos/plugs/inflatables so all the girls holes and insides get really stretched out and dilated. I don't know your own interests but I personally would really like to read about Laura taking on something massive like a 2-3 foot long super thick dildo to show off to her daughters, to show them what they need to achieve, and then for them to surpass her. I think a training aspect like that would fit in with your theme and each girl could have their own take on it. I would also really love to see some big belly bulging with their stomachs being molded to the shape of the toys when they are forced inside as the bulge moves upward toward their face, and maybe even see some massive horse cock fucking too. (these are just my rambling thoughts, please disregard if it is not to your interest)

I don't know how extreme you are willing to take it but I will definitely continue reading even if you don't use that type of material. I eagerly await more!

edward666 · September 3, 2012

very well written! I can't wait for the next part!

gninori · September 3, 2012

i love the description of the psico-social environment and background, worth of the best sf

Edited September 3, 2012 by gninori

lordodie · September 3, 2012

[quote name='inflator20' date='03 September 2012 - 04:00 AM' timestamp='1346659214' post='639446']
A little something? A little amazing I think.

This was really well done with lots of detail (measurements of the toys and how gaped the asses were, shape and texture of dildos) and a sexy background and situation (love the mother-daughter incest). Quite lengthy too which is very nice.

I would really like to take a peek inside Laura's room and especially through her toy collection! I hope we get to see the use of some very large and thick dildos/plugs/inflatables so all the girls holes and insides get really stretched out and dilated. I don't know your own interests but I personally would really like to read about Laura taking on something massive like a 2-3 foot long super thick dildo to show off to her daughters, to show them what they need to achieve, and then for them to surpass her. I think a training aspect like that would fit in with your theme and each girl could have their own take on it. I would also really love to see some big belly bulging with their stomachs being molded to the shape of the toys when they are forced inside as the bulge moves upward toward their face, and maybe even see some massive horse cock fucking too. (these are just my rambling thoughts, please disregard if it is not to your interest)

I don't know how extreme you are willing to take it but I will definitely continue reading even if you don't use that type of material. I eagerly await more!
[/quote]

Thanks for the few feedbacks I've gotten so far! It's very appreciated! And fear not. I have a few more chapters in various stages of completion. I'm adding to them as real life allows and my fancies take me.

To touch on a few of the suggestions: We will definitely be sneaking a peek into Laura's extensive collection. A little bit at a time though; a girl has to have her secrets! And most of them will be quite sizable!

I'd honestly intended to fit some stomach deformation into the mix with the first chapter but it got lost in the shuffle. For now I'll just say that since most of the butt reaming took place with Emily on her stomach we just couldn't 'see' it; that's something which will have to be rectified in the future.

I don't know if bestiality would fit into the setting I've got going on here but we'll see where it goes from here. I have a reoccurring fantasy snippet that happens 'on' a horse but it's not 'with' a horse that will probably make it into a future chapter.

But as for really stretched out and dilated part? You can rest assured on that one!

givememorethanone · September 3, 2012

very very good story, keep going! i like every single idea.
waiting impatiently for next chapter(s)....

paulopost · September 5, 2012

The first chapter of this story is so promising!
I'm eager to know something more about Laura and her daughters!
I'm particularly curious about Amanda and her technology aids to anal training ;-)

dunhill · September 6, 2012

Hi lordodie,

thank you so much for this story! :notworthy:

It's marvelous! Love it so much!
I like the idea of a society where anal stretching is a common part of females decent education.

Well thought out!

And of course i hope for a sequel coming up pretty soon.
I'm especially curious about the machines built by Amandas "Anal by Design" company.
This sounds very promising for longlasting and distressful stretching sessions performed by machines.

Thank you again for your fantastic work!

plu_x · September 7, 2012

wow, i love this story, Thank you !

BlackrockBoss · September 26, 2012

Sensational - my new favorite!

yanu22 · September 29, 2012

good perversion well written next chapers will be a treat
some prolapse play could be a nice add-on
great job and fantasy well done

givememorethanone · October 29, 2012

still waiting impatiently for the next chapter... pleease! come on

lordodie · October 30, 2012

[quote name='givememorethanone' date='29 October 2012 - 02:59 PM' timestamp='1351537196' post='665331']
still waiting impatiently for the next chapter... pleease! come on
[/quote]

I blame Project1999... Classic EQ...

BlackrockBoss · October 31, 2012

We're all waiting with baited breath!

lordodie · November 19, 2012

Just a heads up. I have the next chapter finished. I just need to wait a day or two to let my brain reset before giving it a final proof reading.

But here's a teaser for everyone who has commented on the story here or over at over at Literotica or BDSM Library, or who sent me personal email:

[size="5"][b]The wait is over, people! We finally get to find out just what, exactly, is really up Laura's butt...[/b][/size]

lordodie · November 26, 2012

And now, the long awaited part 2. Special thanks to BlackrockBoss for editing this for me.

A Proper Young Woman’s Guide to Anal Etiquette: Chapter 2
By: Lord Odie

Disclaimer: The following is a work of pure sexual fantasy and is intended for adult audiences ONLY. If you are under the age of 18, please stop reading NOW and go tell your parent and/or guardian that you need stricter internet supervision. Any physical resemblance to a real person that any fictional character herein may bear is probably intentional and meant as a compliment. Furthermore, all fictional characters in the following fantasy are professionals and good at what they do, so please don’t try this at home; if such things were even physically possible. If you still insist on trying this at home, please send all pictures and feedback about the experience to myself at: lordodietheauthor@gmail.com. Consider yourself disclaimed.

Reveille

Emily awoke the next morning to the sound of soft moaning and wet slapping coming from down the hall, in the direction of her older sister Naomi’s room. She sat up sleepily and glanced over at her sister Cora’s bed in time to see her pushing her masturbation kit back under her mattress. Cora sat back down on her bed and picked up the substantial rear plug she’d obviously just retrieved out of her masturbation kit and began to lube it thoroughly before she noticed her younger sister had also been awakened by the rhythmic noises coming from down the hall. Cora mouthed a silent “Good morning” to her sister, before setting the lubed plug conveniently on her nightstand and lying back down to pretend to be fast asleep.

“It’s going to be one of those mornings” Emily thought to herself with much amusement as she rose slowly from bed; the large plug her mother had forced into her ass during the previous night caused her movements to be slow and measured. “Well, I’d better get myself used to it if mother is going to be taking a more personal role in my anal health,” she continued. And, truth be told, Emily really wasn’t all that upset at the turn of events her life had taken over the past night.

She made her way out into the hall with the bathroom as her anticipated destination. Overly large anal plugs did have a tendency to reduce a girl’s bladder capacity and she needed to use the toilet in a bad way. Halfway there she had to pause outside of Naomi’s room to observe the goings on inside. As she’d expected, Naomi was laying face up on her bed, legs tucked underneath her lithe body. Her weight was supported by her knees and shoulders, leaving her hands free to toy with her young breasts. Laura, their mother, was sitting on the bed between Naomi’s wide spread legs administering to her daughter’s needy asshole. The base of a massive plug clearly visible between the cheeks of the attractive cougar’s shapely ass did not escape Emily’s attention. Her mother had obviously been trying to stir Naomi to full wakefulness for quite awhile now, considering the progress she’d made at opening up her middle daughter’s back hole this early in the morning.

Laura’s forearm was pistoning into the younger woman’s ass, from wrist to elbow, back and forth with forceful, determined strokes; the result of which caused Naomi’s body to rock back and forth in rhythm of the impressive fisting. Naomi was squirming on the bed and moaning loudly with her back sharply arched. Her lacy black nightshirt was scrunched up just below her pert breasts while her fingers were crushing and rolling her very hard nipples as brutally as she could as her hips gyrated in rhythm to her mother’s pounding forearm. Emily could clearly make out the outline of Laura’s deeply embedded arm through Naomi’s muscular stomach, as her mother’s skilled hand rediscovered every nook and cranny of her sister’s bowels. For her part, Naomi was doing her very best to force herself even farther down onto her mother’s arm. Naomi had always been the most masochistic of Laura’s five daughters; which was saying something for a family of overtly masochistic women!

Naomi’s figure bore a strong resemblance to Emily’s: toned and petite but with slightly larger C cup breasts atop her shapely frame. Where Emily, her oldest sister Amanda and their mother all had varying shades of red hair, Naomi had long luxurious brown hair which reached to the small of her back. She’d also done quite a bit of modeling since she was a teenager and never had to try very hard for the attention of the guys; or the girls for that matter. And her appetite for anal abuse, which was on full display to her younger sibling, was on par for all the Wilder women. It was a first-hand illustration of what Emily’s own tender asshole should be expecting from her mother on what was almost certainly to become a regular basis from now on.

Laura jumped slightly as she just happened to notice Emily standing in the door-less entryway to Naomi’s bedroom.

“Oh!” she breathed in obvious surprise, but expertly not breaking her arduous rhythm. “I didn’t see you standing there. I apologize for the delay. I should be in to wake up you and your sister in a few minutes. Naomi here was just having a hard time shaking off the ‘sleepies’ so I figured I’d help her wake up with a healthy dose of endorphins” Laura said, looking back down onto her orgasming middle daughter. “An endorphin release first thing in the morning is so much healthier for a young woman that half a dozen cups of coffee, I always say” she continued, lecturing both of them, as she emphasized her point be driving her arm so hard into her daughter’s spasming rear end that her elbow disappeared from sight. “Come to think of it, it would probably be healthier for me as well” she added as an afterthought as her mind was drawn to the slab of latex she’d hidden away up her own bum.

Naomi, who’d been orgasming steadily for over a full minute already now, screamed in ecstasy and went absolutely rigid while her mother, her arm still just past the elbow inside the younger woman’s tightly clenched asshole, held finally still. Emily could see the muscles on Laura’s upper arm flexing, and the outline of an arm and fist inside Naomi’s abdomen, and knew her skillful mother was twisting and rotating her hand and forearm deep within her sister’s rectum while Naomi rode her early morning orgasm out to its earsplitting conclusion.

“Why don’t you go lay back down with Cora in her bed and mommy will be by in a minute to get you both up” Laura said politely to her youngest daughter while her middle daughter was still wrapped around her arm and in full, mind-shattering orgasm mode. “In fact, I’m sure you both have full bladders that need emptying, I know Naomi sure did” Laura commented while absent mindedly licking the salty taste off her lips. “She always did drink too much before she went to bed and she has no one else to relieve the pressure since Mary moved out. Why don’t you two take care of each other’s morning potty needs the way your mother and aunt Mollie always did when we were growing up together. It’s a beautiful way for sisters to bond!” Laura commented knowingly.

She and her twin sister, Mollie, had always been instructed by their mother to do just that every morning before they got out of bed to start the day. It had been something they’d continued to do even after they’d left home and gone to college together; and, truth be told, whenever they’d slept under the same roof together for family reunions and holidays.

“Yes, mother” Emily nodded obediently and turned away from the arousing scene of rough anal incest before her to return to her own room and await her mother’s (re)awakening – her original destination of the bathroom having been totally derailed. Reentering her room, Emily went to her bed to retrieve a larger plug from her masturbation kit, knowing it would be needed shortly. She was having a hard time sorting out her emotions enough to tell if she was apprehensive about having a larger plug up her butt this early in the morning or aroused. Just the weight of the latex toy in her hand, as she produced the appropriately large plug from her kit, was enough to put butterflies in her stomach. In the end, she decided it was a little bit of both.

“Wow, Em’! That’s a lot larger than I normally see you volunteering to take!” Cora said in surprise from her prone position in her bed as she watched her little sister pump a few globs of lube into her hand from the bottle on her nightstand and begin to apply it up the seldom used ass stretcher. “And since when are you interested in ‘Mother’s Full Morning Treatment for Sleepy Young Ladies’?” she inquired, “I thought you were headed off to the bathroom like you normally do.”

“I was” Emily answered as she kicked the kit back under her bed with her foot and sat back down on her mattress. “But Mom suggested that we take care of each other’s bladders the way she and aunt Mollie always do every chance they get. Then she said to wait for her to come and wake us up. I figured that pretty much singed me up for the ‘Full Treatment’ even though I’m already pretty much awake” she said as her hands worked on liberally spreading the lube onto the toy that would soon find its way into her already sore bottom. The imposing hunk of latex measured nine inches long, three and a half inches in diameter for most of its body with a neck of about three inches at its base; it was the next size up from the plug her mother had decided she wear after she’d been caught in her failed, early morning masturbation attempt.

“Sweet!” Cora declared. “While I’m not as fond of drinking from the tap as mom and her sisters are, I’d never pass up an opportunity to lock lips with that pussy of yours. Of all the girls I sample on a daily basis, I love the taste of yours the best!” Cora said as she threw back her covers and slid over to make room in the bed for her closest sister.

Emily got up from her mattress and crossed the room to her sister’s bed and placed her plug on the nightstand next to the waiting butt stretcher already there; Cora’s dwarfed hers by comparison. Cora’s chosen post ‘Treatment’ plug was ten and a half inches long, four and a quarter inches in diameter along its length and four inches around at the base; it was two sizes up from the one she had currently buried in her nether hole. As was a normal state of affairs for the horny young cheerleader, Cora was in the mood to be challenged a fair bit. Emily grimaced at the mere sight of it. The thought of something so large going up Cora’s bottom made Emily’s bottom ache in sympathy. Not that its length and girth surprised Emily that much. It was pretty par for her sister’s course.

“So when are you going to stop pussy footing around with that fat ass of yours and start using some properly sized plugs?” Cora taunted as Emily slipped into bed with her.

Cora threw the covers over the both of them and used the motion to bring her hand up to Emily’s semi-hard nipple to give it a healthy tweaking through the thin nightshirt. Emily’s angry retort died unborn in her throat as she sucked in her breath slightly and arched her back in response. That elicited a slight smile from the older of the two high schoolers.

“Still a submissive whore for nipple play I see! Some things never change then. Good,” Cora stated and used her crushing grip on her younger sister’s nipple to pull Emily’s mouth up to her own.

As their lips met, they were quickly parted by young tongues eagerly searching for each other. As the sisters greedily kissed, Emily’s hand wandered down between her sister’s conveniently spread legs to find a very wet cunt waiting for her. And then it was Cora’s turn to gasp slightly as three of her younger sister’s fingers forced their way into her dripping front hole. Not to be outdone, Cora released the grip on the crushed nipple to search out another equally wet hole to hide her fingers in; it took her less than a second to find one.

“When you stop being such a stereotypical cheerleading super-slut!” Emily gasped as their lips finally broke away from each other a few seconds later. She was about to add something else to her angry retort but the pussy slicked fingers of her sister pushing past her lips silenced her. Emily contended herself with playfully biting the hand that was feeding her and smiling at her slightly older sibling as she hungrily sucked her self-made girl juices off the offered fingers.

“You know, I do taste pretty good” Emily said absentmindedly to her sister as the offered fingers were removed from her mouth and returned to her snatch for another helping, “I can see why you and mom love going down on me so much.”

If Cora was about to add anything in response, she didn’t get much of a chance as Emily’s pussy soaked fingers were brought up to the older sister’s mouth to be sucked clean in turn. Emily’s fingers were quickly cleaned off and returned to the gooey slit from whence they’d come quickly, and the two girls just as quickly locked tongues again while they waited for their fingers to scoop up sufficient amounts of their sweet girl juices. This exchange of deep kissing, pussy fingering and digital tongue washing continued for a minute or two before Emily finally broke the cycle by throwing off the covers and sitting up to turn herself around.

“I know two bladders that will never get emptied if we keep this up for too much longer” she stated matter-of-factly as she pushed the older teenager onto her back and, turned around in the bed, climbed on top of her.

“I agree” Cora responded as the delectable girl parts of her youngest sister suddenly appeared above her, only inches away from her eager lips. “Mom will never get those plugs up our butts without us pissing everywhere from the pressure on our bladders if we don’t take care of the problem first,” she stated as a matter of fact.

It was normally part of ‘Mother’s Full Morning Treatment for Sleepy Young Ladies’ for Laura to drain the young lady in question’s bladder herself, partial as she was to the act, but it wasn’t the first time Emily and Cora had handled the function on their own; and they’d been taught very well how to drain both male and female bladders without spilling a drop as part of their proper upbringing.

Cora wrapped her arms around the torso above her tightly and pulled down; forcing Emily’s already spread legs to open up even wider. This maneuver also brought her lips into contact with the moist teenage pussy between them causing Cora to sigh in contented bliss as the heady aroma filled her mouth and nostrils. She felt the lips of her younger sister make contact with her own drenched cunt and a well-educated tongue began to go about its work; Cora let out another contented sigh in response.

Cora bathed the offered cunt before her with her tongue, from taint to clit hood and back again, greedily lapping up the juices she found within. She could tell from the feeling emanating from her own young pussy that Emily was doing the same for her. Truly, the age old and time tested 69 was the ultimate bonding experience for any pair of sisters, and Cora and Emily were no different. The fact that their mother and aunt Mollie were as close as they were and that they engaged in the very same pastime so often was another example of the bonding power of the sisterly 69.

Emily only let this go on for a minute or two before she found the wherewithal to remember that there was a purpose to their activity other than their normal playful, sisterly games. If it were up to the two horny sisters, Cora and Emily would continue give each other orgasm after orgasm until they were late for school; it’d happened a few times before when their mother had had to go to work early and they’d been left to their own devices.

Pausing in the tongue bathing of her slightly older sister, Emily closed her lips over her sibling’s urethra and sucked hard. She was rewarded with a small spurt of warm salty liquid, but not the torrent that she was expecting from the bladder of an eighteen year old after a good night’s sleep. This was not totally unexpected and Emily thought back to what her mother had taught her to do in such a situation. The memory was when Laura was first teaching her how to force a woman’s bladder to give up its contents. At the time, mother and daughter were locked in a passionate 69 while Laura gave directions to her youngest daughter in-between her own cuntoral administrations and gasps of pleasure.

“Now, Emily – Uuuung! Right there! – when you’re ready to drink up but the owner of the pussy you’re sucking on is too distracted to let loose, here’s what – Fuck yes! – you do. If her bottom hole is empty, like yours is now, you need to – Oh God, yes! Nibble on mommy’s clit just like that! – push your hand up her ass and press forward against her bladder. The pressure – Mmmmm… Harder! Nibble on mommy’s clit harder! – on her bladder will cause it to empty without her having to let go of the muscles voluntarily. She should be excited enough to – Oh, baby… baby… baby! Mommy taught her little girl so well! – be really lose back there and your hand should be able to slip right in. […] See? You barely noticed my hand slipping past your ass ring did you? Now for true anal sluts like you and me, you may want to make a fist and pop it past her sphincter a few times to – Oh my! This is turning you on, isn’t it? Can you suck on mommy’s pussy a little harder? Uuuung! There you go! – get her juices really running. Now, I’ll just slip my fist in and out of your little asshole a few more times and – Oh god! Mommy’s soooo close! – you should be ready to drain your bladder. […] There we go. I always find that a few dozen fist reinsertions are always what a well train ass needs to really get in the proper mood. Now notice that when I burry my fist up your ass and press – oh yes, baby. Yes! – forward firmly it’ll get harder and harder for you not to pee. Alright, now I’m going to push forward hard and you’ll be unable to stop from peeing down mommy’s throat. Don’t worry about choking mommy; mommy knows what she’s doing. Just let it flow. […] My, my, Emily! That was an awfully full bladder! Mommy’s not going to be thirsty for awhile! Okay, now while it’s not necessarily part of tonight’s lesson, I hope you don’t mind but I’m – Oh, baby! Just like that! Mommy’s pussy needs that! – just going to keep my fist up your ass for right now. Anyways, now if her bottom hole is packed full of latex, like mine is, you need to force the pee out of her a little differently. Now pull mommy’s plug about half way out and – Tongue! Use your tongue a little more! – shift it 45 degrees so that the tip is right up against the bladder and press forward forcefully. Now, be sure your lips are sealed around her urethra tightly. You don’t want to let any leak out. Now you try. Ummm… The bulk of mommy’s plug feels so nice stretching mommy’s dirty ass like that. Now shift it and press forward. There you go. A little harder. Harder! Oh shit! I’m pissing! I can’t turn it off! Good job, Emily. Keep gulping it all down. Push the plug forward a little harder. Uuung! There you go. Make sure to drain as much out as you can. Don’t spill any. Suck really hard to get out those last few stubborn drops. I think I’m empty now. Good girl! That wasn’t so bad now was it? Now normally, you would go ahead and shove the plug back up her ass and continue to eat her out but mommy wants to cum really hard now so go ahead and take the plug out and set it aside. The large veined dildo we used on mommy’s ass earlier tonight when we were learning about being stretched to maximum capacity needs to go back up mommy’s bottom again. I know it’s heavy and unwieldy, and mommy cried a lot while it was buried up mommy’s butt before, but you need to ram it up mommy’s bottom really hard. Yes, it’ll still fit inside mommy’s butt, just push a little – Oh shit – harder! Now I need you to be a big girl and don’t be gentle with mommy or mommy won’t cum – oh my God, that really IS big! – as hard as she can. There you go. Now make sure it goes all the way in. You can fit another few inches up mommy’s – oh oww! – butt, just push a little harder. Now pull it out about half way and ram it back – SHIT! – in. Oh my God! Use both… hands… Harder… Harder… HARDER… Now don’t stop… until mommy… goes limp! Oh! My! God! YES!!! Mommy’s cumming! MOMMY’S CUMMING! DON’T STOP! DON’T STOP!!!”

If Emily had let herself reminisce, that particular memory would have gone on for a few more exhausting minutes as she’d pounded the absurdly large veined dildo in and out of her mother’s ass until she’d passed out from the over stimulation. Emily had talked to her older sisters after that lesson and had found out that each of them had had a similar experience with their mother when they were being taught how to drink piss from another woman. It seems that was a lesson Laura was well versed at teaching.

As it were, Emily remembered that special lesson well. Reaching under the succulent pussy she was feasting on to the plugged hole underneath it, she grabbed hold of the base of the plug nestled there and began to pull against the resistant sphincter. The resistance was short lived though, as Cora’s asshole had long since been battered into an acceptable level of submission; an acceptable level of submission being total submission, of course. She felt Cora tense underneath her as the teenager’s ass was unexpectedly stretched wide by the full three and three quarters inch diameter body of the plug. Extracting the plug half way, Emily pointed the tip upwards and began pressing the large latex butt packer back into the hole from whence it had come. As she did so, she locked her lips over Cora’s piss hole and sucked hard. She was almost instantly rewarded by a geyser of hot urine forced outwards by the unstoppable progress of the plug from the rear. She continued to press the plug inwards while gulping down mouthful after mouthful of hot liquid.

On her third mouthful, Emily was startled by the sensation of her own plug being extracted from its comfortable resting place. It was pulled halfway out, pivoted, and then forced inwards against the back wall of her bladder. Emily cursed silently to herself as she felt her bladder control get removed from her conscious command as her piss started flowing without her actually loosening her PC muscles.

“Damn it! I was so concerned with getting Cora to empty her bladder down my throat I forgot to empty mine down hers,” she scolded herself. “Oh well, at least we both had the same great teacher!” she commented silently as she relaxed to enjoy the sensation of her bladder being drained against her will. Emily continues to gulp down mouthfuls of pee while she felt Cora do the same underneath her.

All too soon, the geyser turned into a steady flow and the steady flow turned into a dribble and then stopped altogether. Emily pushed Cora’s plug in extra hard and sucked with all her might and was rewarded with a few more drops, but that was it. She felt Cora reaching the same conclusion underneath her as well.

“All good things come to an end” she thought to herself, as she allowed the plug before her face to reseat itself up the sexy bottom that was missing it. She felt Cora give her own urethra a few last strong pulls before her ass ring was allowed to close over the neck of her plug once again.

“Now that we have all that hard work out of the way,” Cora commented from underneath Emily, “it’s time for our reward!” she said as she pulled her sister in tighter and attacked the delicious cunt with all the fervency she could muster. Emily gasped out loud as her sister’s tongue found its way into the folds of her gushing pussy to extract as much girl nectar as it could.

“Damn straight!” Emily agreed before turning her full attention to her sister’s cunt and greedily devoured it with enough gusto to match her older sibling.

* * *

Finally, after almost another full minute, Naomi collapsed onto her bed; totally spent for the time being.

“That’s a good girl” Laura said pleasantly as she slowly withdrew her arm from her daughter’s now gaping anus. She paused briefly to admire the three inch wide cavern between her daughter’s toned and muscular butt cheeks; it opened and closed slightly with each of Naomi’s labored breaths as she lay on her bed recovering her senses. “That’s a great way to start the day! You just lie here and regain your composure while I go wake up your younger sisters. I know Cora seems to need ‘Mother’s Full Morning Treatment for Sleepy Young Ladies’ just as badly as you do on mornings like these for some reason,” she said with a smile on her face. The fact that she knew Cora had been awoken by the loud, sustained orgasm and knew exactly what had caused it was just something she’d let Cora keep secret.

“Besides,” Laura thought to herself as she looked for a larger ass plug in Naomi’s nightstand for her well stretched butt. The one she’d been sleeping with was nowhere near large enough now, “who am I to play favorites with my own daughters? If Cora loves to be woken up just like her big sister, I should be glad for it! Now if only I can get Emily to come around I could consider myself a successful mother.” She found the one she was looking for and smiled to herself again. It seemed every morning when Naomi was in need of ‘Mother’s Full Morning Treatment’ that she always had an appropriately sized butt plug from her masturbation kit lubed up and waiting conveniently nearby. “It’s almost as if she knows when she goes to sleep the night before that she’ll be having a hard time waking up the next morning,” Laura continued to herself in thought, deciding again to let Naomi keep her little secrets too.

The plug waiting for Naomi’s battered rear hole had a diameter of nearly three and a half inches at its base, which was a bit larger than Laura’s forearm at its widest point. The bulk of the formidable plug’s ten inch length was over three and three quarter inches wide, or just slightly wider than her butt had been stretched, just minutes before, into mind shattering orgasm by her mother’s elbow. Laura wiped some extra lube off her hand and onto the waiting hunk of latex and pressed it deftly into her daughter’s still obscenely gaping asshole. It went in easily enough. Not easily enough that Naomi didn’t tense slightly and moan pitifully at the not unanticipated intrusion. Even if she had wanted to protest or fight against the latex monster being forced into her backside, Naomi was in no physical condition to do so. All she managed was a few soft gasps and grunts as the sizable plug slid past her resistant sphincter.

“There, there, honey. Mommy knows your bum has been through a lot this early in the morning,” Laura said soothingly as she continued to press the too-large-for-comfort toy into her daughter’s abused ass. Her free hand moved up to thumb Naomi’s little man in the boat to placate her rising dissention. “Shhhh, now. Shhhh… It’s almost… all… the way… in… There now. Isn’t that better?” she asked pleasantly as her daughter’s tautly stretched sphincter closed around the base of the substantial plug and she let out a soft sigh of relief.

A sigh of relief that quickly turned back into moan of displeasure as Laura just as smoothly began pulling the plug back out past the resistive muscle of Naomi’s helpless anal ring.

“Hush, now. Be a good girl for mommy while I make sure your plug is settled in correctly,” Laura admonished her daughter as she removed the toy entirely from its warm sheath; leaving her daughter’s ass gaping open once again. “Mommy wouldn’t want her darling daughter to be uncomfortable with an improperly seated butt plug, would she?” Laura asked as her hand disappeared up her daughter’s backside once again to reallocate the substantial amount of lube already present inside her daughter’s distended anus. Satisfied that Naomi now had the proper amount of lube in all the right places, again she pressed the slippery toy back into her middle daughter’s nether hole and at the same time sped up the thumbing of her aroused clit.

“No, mother. I’m sorry, mother,” Naomi half moaned as her back passage was packed unpleasantly full so soon after her toe curling orgasm.

“I though not,” Laura concluded as the plug continued into Naomi’s most private hole a second time; bottoming out 10 inches into the moaning girl’s no longer very tight butt. Just as quickly as Naomi’s sphincter came to close around the wide base of the latex butt stretcher, the plug was again withdrawn with moans of protest from a horny daughter and reassuring words of encouragement from a loving mother.

“It just doesn’t seem to want to go in right. Why don’t you reach back and pull apart your cheeks so mommy can get a better angle?” Laura asked. Naomi obediently reached back and spread her butt as wide as she could as her mother’s hand again disappeared up her bottom to spread around the slick lube present there.

Again, plug in and out. Respreading of the lube. Plug in and out. Respreading of the lube. Faster. Plug in and out. Plug in and out. And then, just as Naomi was starting to move her hips in time with the passage of the no longer uncomfortable plug into her well stretched rear, the plug was at last still. This elicited a different kind of moan from the young Naomi. The removal of her mother’s expert thumb from her throbbing clit elicited a still louder and more firm moan.

“Now, now, honey. I just wanted to get you back into the correct mindset,” her mother said, leaving the large plug halfway into her daughter’s dilated rear hole. “It’s not good for a girl your age to be sexually sated for very long. A girl should always be ready for her next orgasm.” Laura patted the half inserted plug on the base, causing her daughter to twitch slightly. “I just couldn’t get it to sit correctly, and a proper young lady is better at getting the larger plugs to sit properly up her own bottom than anyone else anyway. Just go ahead and seat this one fully when you’re ready to get up and meet us in the bathroom,” Laura said as she stood up from Naomi’s bed, grunting slightly at her own over packed rear end. “Your sisters need waking up too, you know. And I can’t play favorites; it’s just not motherly!” Laura smiled and walked out of the bedroom without a backward glance at her daughter’s frustrated condition; the half inserted anal plug still protruding from her young shapely bottom.

Walking down the hall and into the room of her two youngest daughters, Laura was greeted with the sight of the two eighteen year old sisters locked in a passionate 69; loving trying to drain the last of the night’s urine out of the other’s now empty bladder.

“Maybe I’m not such a bad mother after all,” she thought to herself as she paused just inside the room to admire the act of ongoing sisterly love in front of her.

Both girls lay side by side on Cora’s bed hungrily lapping and sucking at the other’s urethra and clitoris as they moaned constantly in response to the other’s expert mouth and tongue. Laura’s right hand drifted down to her own dripping snatch to massage out some of the early morning stress as she watched her two youngest daughters taking care of each other’s needs. Her own soft moan of pleasure snapped her back to the present and she removed her now wet fingers from the depths of her pulsing slit and admonished herself for getting too distracted. Bringing the moist fingers up to her lips, she sucked the sticky girl fluid from them, only allowing herself a brief pause to enjoy the taste of herself, before she moved onward into the moan filled bedroom.

“Good morning girls,” Laura said pleasantly, “I hate to interrupt what is obviously very important goings on in here, but I need to check your bottoms so we can all get our morning enemas or we’ll all be late to start our days.” This prompted two disappointed sounding pops as previously sucking mouths were disconnected from previously appreciative vaginas.

“Yes, mother,” was the simultaneous response from the two teenage girls.

“Good. Now that I have your attentions, why don’t you both get up on knees and shoulders and point those lovely butts towards me? Get those cheeks spread, ladies!” Laura demanded, as the two young women began to reposition themselves to their mother’s polite command.

When both daughters had finished repositioning themselves at the foot of the bed, they reached back to spread their shapely teenaged butts for their mother’s inspection. The genetic similarities between the two well formed backsides were reinforced by the latex shapes of the large sleeping plugs embedded deeply in both of the displayed butts. The fact that the plug nestled up Cora’s ass was noticeably larger than the one up Emily’s did nothing to detract from the perverse beauty of the view. Laura felt her pussy redouble its juice production at the hot sight of her two youngest displaying themselves wide open for her inspection.

“I see both of these pussies have been well tended to this morning. That’s what a mother likes to see!” Laura commented as she kneeled down at the foot of Cora’s bed and sunk two fingers of each hand up a different teenage cunt. She didn’t feel the slickness of the girl lube until her fingers reached the depths that tongues were incapable of obtaining; both snatches had been expertly sucked clean by lustful mouths. Extracting her fingers, she brought all four of them up to her mouth to lick them clean and savor the combined taste of the two youngest offspring. Again, she had to remind herself she had a job to do here.

“Now let’s make sure these asses get well tended to as well,” Laura said as she reached out to grab a firm hold on the bases of both plugs. Since both Emily’s and Cora’s plugs had just been used to forcefully drain their bladders, neither sphincter put up much resistance as the latex cylinders were extracted. “Oh my goodness!” Laura exclaimed as both plugs slid effortlessly out of her daughters’ nether holes, “it seems that both of you have been neglecting yourselves back here. These plugs are way too small for such cavernous young bottoms! Well, don’t you worry, Mommy’s here now and she’ll make sure you both feel properly full before you head off to school!”

Laura leaned forward and handed a plug to each of her daughters; Cora’s to Emily and Emily’s to Cora. “Now be sure to wash those off thoroughly,” she instructed, “I won’t stand for dirty plugs in my house!” she added as she stood up, grunting as her plug shifted pleasantly yet again, and moved towards Cora’s nightstand to retrieve the bottle of lube that all the Wilder women kept handy at bedside.

Both teenagers got busy tongue washing the other’s butt plug as instructed. Being so close in age and having always shared a room together, Cora and Emily usually ended up with the other’s plug in their mouth more than their own; so it was something they were very used to.

Returning to the foot of the bed, Laura paused to admire the sight: two obscenely gaping teenage anuses on top of two dripping and aroused teenage pussies. It was all Laura could do not to drop to her knees and bury her face up the sweet, young holes, but there was maternal work that needed doing, and she was the only mother here!

Bending over slightly, she gave each gaping hole a good half dozen pumps of thick lube before standing up and pumping a few globs of lube into her hand. Setting the bottle of lube on the bed, Laura began rubbing the lube all over her hands, wrists, forearms, and even past her elbows. After all, there were three young assholes that were in desperate need of ‘Mother’s Full Morning Treatment for Sleepy Young Ladies’ this morning! One had already received its treatment to her satisfaction but there were two more that needed it badly. Seconds later, two teenage mouths gasped aloud as Laura’s arms disappeared up two backsides halfway up to her elbows. Both arms were soon pounding in cadence up two needy holes and the room quickly began to fill with moans of approaching orgasms.

“Actually,” Laura thought to herself, “I can think of at least one more bottom in this house in need of some serious treatment this morning but, alas, there’s no one here to give it what it really needs.”

Once again, she felt a pang of loss for her later husband, Dave.

“Maybe I’ll give Amanda a call when I get into work this morning. I think she’s in town on business over the next few days.” Laura’s bottom positively tingled at the thought; her oldest daughter knew the needs of her mother’s back hole almost as much as Dave had. She allowed herself to dwell on possibilities for only a few seconds longer and then returned all her focus to the task at hand. There were two quivering nether holes before her, both of which had obviously been criminally neglected by their owners, and it was time to start getting serious.

* * *

Naomi panted and whined softly to herself as she watched her mother leave her bedroom with the job only half done; in both senses of the phrase. The aftershocks of her previous orgasm hadn’t even fully died down completely, and yet her mother’s skillful hand and the sheer size of the three and three quarters inch plug half inserted into her bottom had her almost to another screaming orgasm.

“Damn it, mother!” Naomi cursed softly, not wanting her retreating mother to overhear her daughter swear at her as she walked down the hall to Cora and Emily’s room, “you always do this to me in the morning! I swear to God I’ll get you back for this one of these times!” Naomi swore vehemently to herself. “But first things first,” she concluded.

Rolling onto her right side and pulling her knees up to her chest, Naomi reached back to grab a hold of the base of the plug still half seated up her bum. A soft sigh escaped her lips as she began pulling the large latex girl stretcher outward a few inches before reversing its direction inwards towards her anxiously waiting rectum. Slowly, ever so slowly, the faux dong impaled itself between the toned and tanned cheeks of the twenty-two year old’s shapely ass. A full eight inches later she felt her defeated sphincter close in around the three and a half inch base of the ten inch rectal dilator. She threw her head back quickly as another soft gasp escaped her full lips. Naomi’s head came back around with a determined expression on her pretty face and looked down towards her backside. All she could see was the curve of her hips and her left arm disappearing behind it to her hand maneuvering the unseen but sizable plug.

“Oh! You’re not getting off that easily THIS morning!” she informed her hidden asshole, as she backed out the plug, causing the ring of muscle to again widen uncomfortably to accept the passage of the full width of the ebony colored toy.

The plug was once again withdrawn till it was only an inch or two from popping free from Naomi’s protesting backside before it reversed directions again to begin its short, inward journey. It was a testament to Naomi’s skill, and to close instruction from her mother, as well as the hundreds of hours she’d spent in her short lifetime, at masturbating her nether hole in this position that she could pound a toy of almost any diameter or length up her bottom and not allow it to pop free once; if that was what she intended. And as the pace of the plug’s eight inch journey began to increase dramatically, Naomi put all that acquired skill to use on her own battered back hole.

Reaching her free right hand out from underneath herself, Naomi firmly grasped her pert left breast and brought its tender nipple up to her mouth and its row of waiting teeth. Taking the reddish nub between her lips, she sucked hard and began to bite down on the base of the already abused areola. The fresh wave of pain emanating from her tit caused her already hot pussy and painfully stretched butt hole to spasm with masochistic pleasure. Confident her left breast was incapable of escaping the torment she was inflicting on it with her mouth, her right hand was now free to turn its devious attention to her other breast and give it a similar treatment with the finger nails of her thumb and forefinger. A second later and both hard numbs at the tip of her gorgeous breasts were the source of considerable pain and suffering; just what the doctor ordered to get Naomi off quickly and efficiently.

It took less than a minute of sucking, biting, pinching, butt pounding stimulation to get the twenty-two year old model to crash over the edge of her second orgasm of the morning. As the waves hit, she buried the huge plug up to the hilt in her bottom and rolled over onto her back. Supporting her weight on her buttocks and shoulders, she ground her hips around in fast circles to force the plug to rotate in her spasming rectum. With both hands now free, each mistreated nipple now found itself the sole recipient of a strong hand. As Naomi threw her head back and cried out loud in ecstasy, her hands were doing their best to pull her body up into a sitting position with the entrapped nipples; this caused her breasts to be pulled outward into proud, cone-shaped mammaries.

The pain induced orgasm lasted maybe twenty seconds before Naomi collapsed once again onto her sheets; panting in exhaustion.

“There. That’s better,” she commented once she regained her breath; although her hips were still slowly rotating atop the entombed butt plug. Slipping her arms though the shoulder straps of her nightshirt, which had been unceremoniously pulled out of the way earlier in the morning to provide her hands with unfettered access to the cowering tits it nominally protected, she pulled the thin material up to cover those young breasts once again; and immediately winced as it was drawn over the raw nubs at their tips. “That’ll leave a mark!” she concluded unnecessarily.

Sitting up in her bed and allowing her full weight to come down on the plug buried in her backside, she smoothed her nightshirt down over her toned stomach. Redressing herself completed, if wearing only a thin nightshirt and a massive butt plug could be considered a complete outfit, Naomi pivoted ninety degrees sideways to swing her legs over the side of the bed. A soft gasp of pleasure escaped from her lips as the plug grabbed at the taunt sheets and rotated within its moist hole an equal angle.

“Damn! I’ll have to remember that happens for next time,” she thought as she stood up to make her way out of her bedroom.

Once in the hall, on a lark, instead of turning towards the family bathroom and her waiting morning enemas, she turned the other way and headed towards Cora and Emily’s room. As she made her way down the corridor, the soft sounds of rhythmic slapping and the louder moans of pleasure from two teenage throats became clearer and more distinct.

Stopping just outside the door-less bedroom, Naomi gazed into the room to take stock of the situation. Laura stood at the foot of Cora’s bed bending slightly at the waist over the kneeling forms of Cora and Emily. Both girls were using their hands to pull their ass cheeks wide apart and give their mother full access to the stuffed back holes between them. Naomi’s eyes widened as her gaze fell downward slightly and the sheer size of the base of the plug protruding from her mother’s bent over ass registered.

“Nice, mom,” she thought to herself, “I know you can take a lot larger things up there than that, but it’s been awhile since I’ve seen you spend all night with something that large stretching that gaping abyss you mistakenly refer to as a woman’s butt. I wonder what the occasion is,” her internal monolog continued as she made her way into the room.

It was obvious from the pitch of the dual orgasming screams emanating from the two eighteen year old sisters that the application of two simultaneous ‘Mother’s Full Morning Treatment for Sleepy Young Ladies’ was reaching its inevitable conclusion. This observation was confirmed as Naomi walked further into the room and could now see both of her mother’s elbows disappearing up her kid sisters’ wildly thrashing nether holes. Laura was alternating the pistoning of her arms in and out of the young assholes before her. As her right arm’s elbow slipped past Emily’s loose ass ring, her left balled fist was pulling Cora’s well trained sphincter outwards between the young cheerleader’s firmly spread buttocks. Then, simultaneously, both arms would reverse their directions and a half second later Emily’s anus was being pulled outwards from her body while Cora’s bottom was fully impaled up past the elbow on her mother’s left arm.

As Laura went about her business, Naomi was rewarded with a side view of her mother’s massive womanly assets swinging side to side in rhythm with the pounding anal fisting she was administering to her two youngest daughters. Her mother’s rock hard nipples straining to break free from the mostly transparent negligee were obvious to anyone who cared to look; and Naomi was very interested indeed. The outline of something truly gigantic could clearly be seen pressing outward from underneath her mother’s stomach below her impressive, swaying breasts.

Just as Naomi reached the sweating trio of women, the pair of lusty screams changed to a fevered pitch as Laura buried both arms past the elbow into the two now violently orgasming teenagers and pressed her weight forward. Naomi could see the muscles in her mother’s upper arms flexing and she knew from recent, and first hand, experience that Laura was now rotating her arms and fists deep inside the quivering large intestines of the two young women underneath her; forcing already hard orgasms to crash just a little bit harder. Naomi’s greedy bottom twitched in fond memory.

An evil plan hatched instantly in Naomi’s mind and the edges of her lips twitched upwards in a Grinch-like grin.

“I must have done something right in a previous life for karma to reward me with an appropriate revenge like this so soon,” she thought to herself. Standing just behind her distracted mother, Naomi spread her legs slightly to give herself access to the drenched, girl cum-filled honey pot between her legs and quickly dipped three fingers in while consciously keeping herself from moaning, so as not to alert her mother to her presence.

In less than a second, all three fingers were covered with gooey, post orgasm juices. Removing the wet fingers from her dripping snatch, she replaced them with the fingers from her other hand to get them ready too. Naomi quickly brought the soaked digits around to her mother’s slightly open mouth as she breathed laboriously. Without even thinking twice, and out of pure well train reflex, Laura’s lips closed over the offered fingers immediately and began to suck.

Laura was slightly surprised at the, not unwelcomed, taste of Naomi’s recently orgasmed cunt filling her mouth. She knew it was Naomi the second her lips locked around the fingers. A good mother should know the distinct tastes of each of her daughters’ pussies as second nature; and Laura had always tried to be a good mother to her five daughters. As Laura turned her head questioningly to the side to see her grinning middle daughter standing behind her, she tried to ask the obvious question, but it only came out as, “wha ah yoo – OWW!” as Naomi spanked her mother’s defenseless, and well packed, ass hard with a pussy juice slicked hand to get the older woman’s attention.

“Now, mother! What have you always told us about speaking with a full mouth?”

Laura, who always tried to provide a good role model for her daughters by practicing what she preached, went silent to focus her attention on tongue washing the succulent juices off of the fingers between her lips. “That’s what I thought you’d always told us to do. Now clean these fingers too,” Naomi commanded her mother as she removed one set of fingers from her mother’s warm, sucking mouth and replaced them with the other set. Her recently cleaned fingers returned to her pussy to be resupplied with more homemade girl cum. This continued for a few rotations before Laura closed her eyes to concentrate on the taste of Naomi’s cunt filling her mouth. This was the opening Naomi was waiting for.

Quickly, with her free hand, she reach between her mother’s ass cheeks to take a hold of the recessed handle built into the base of all large model butt plugs and gave it a firm downward yank. Any effective resistance her mother’s sphincter could have once possibly given against the sudden movement of the massive plug had been trained out of it decades before by Elizabeth, her mother’s own mother; and constantly reinforced and built upon by her husband Dave, Naomi’s father. A loud gasp escaped Laura lips around the juice covered fingers still stuck between them, as the well trained ass submitted in giving up its latex intruder. The thick, manmade dong slid out about six inches and Naomi got the first real look at the size of the monster that her mother had shoved up her ass the previous night.

Naomi estimated that the neck at the base of the plug was a good five and a quarter inches in diameter while the main body was closer to five and a half inches. Whenever her mother wore equipment of that size out in public, she would always wear a constricting corset along with it to conceal its presence, as even a casual observer would be unable to miss the telltale abdominal outline of such a large object buried up such a petite woman’s backside. Naomi would have noticed it before too, but by the time she had been roused to full consciousness this morning her mother’s arm was already buried up her sleepy bottom halfway to its elbow; and by that point Naomi hadn’t been paying attention to any abnormal bulges that may or may not have been present on her mother’s stomach.

“Oops!” Naomi exclaimed innocently as she continued to extract her mother’s colossal ass stretcher from its rightful home. “I didn’t mean to pull it all the way out. You just go on ahead and finish up giving the ‘Full Treatment’ to Cora and Emily and I’ll get this back up your bottom where it belongs” she said as she removed her fingers from her mother’s mouth and kneeled down behind the slightly bent older woman.

“Naomi! Why did you – OWW!” Laura started before she was interrupted, again, but a sharp slap to unprotected ass cheek.

“Now mother, you just told me that you couldn’t play favorites. I got my ‘Full Treatment’ this morning without interruption and Cora and Emily deserve the same amount of attention from their mother. Now just go back to what you were doing and let me reseat your plug for you. It’s the least I can do after ‘accidently’ knocking it loose. And I know what I’m doing; you taught me how. Remember?” Naomi stated as she ignored any further sputtering from her mother and focused her attention on the gigantic plug that was still slowly sliding out of her mother’s cavernous rectum.

Over twelve inches of pliable latex had slid out of that beautiful ass and still more was yet to be uncovered. Laura, after pausing to consider her middle daughter’s point, returned her attention to her two youngest daughters; who were just now coming down from their first, of what was certainly to be many, mind-blowing anal orgasms of the day.

Free of her mother’s immediate attention, Naomi continued to extract the full length of the latex butt dilator from her mother’s firm behind. Unlike the plugs that she and her sisters normally wore, which were smooth to facilitate what was usually a large and painful insertion, the plug Naomi was pulling out of her mother’s ass had small, offset, smoothed triangular bumps all along its entire length. Naomi knew the purpose of these bumps was to ensure that the entire length of the insertion or extraction of the plug pulled at the rectum walls and the tight anal sphincter for the entire trip. It was a plug designed for an accomplished anal master, and by no means a novice or a mere enthusiast like Naomi or most of her sisters. She was pretty sure her older sisters, Amanda and Mary, had similar plugs in their collections; though probably not one of this size. Her thoughts were interrupted by the plug finally slipping free from the now gaping and empty ass that was at eye level and only inches away from Naomi’s face. She whistled silently to herself as she admired the sixteen inch length of the entire butt busting instrument.

“No wonder mother had grunted when she’d gotten off my bed just a few minutes ago,” she thought to herself, “even the most masochistic anal slut on Earth couldn’t be blamed for a few outward signs of discomfort while moving around with something like that spreading their intestines apart!” Naomi then turned her attention to the wide open anus before her and the moist, pink cave above it leading deep into her mother’s guts. Even devoid of the massive toy now in Naomi’s hands, her mother’s ass cheeks still had at least five inches of yawning nothingness between them. “As many times as I’ve seen it in the past, mother’s gape is still awe inspiring,” she continued to herself as she lined the huge ebony, bump covered toy back up with her mother’s momentarily empty hole. “I wonder if my butt will ever get ruined to this extent.”

“Of course it will!” she heard a part of her brain answer quickly. “Just give it time.”

Naomi almost started to argue with that other part of her brain but then decided against it. After all, it was almost certainly correct anyways.

Now that Naomi knew the exact dimensions of the weapon that was once again poised to disappear up her mother’s bottom, she could put to good use all the skill she had acquired with ramming toys in and out of her own ass. That knowledge and those hard learned skills were a very dangerous combination for Laura’s poor, defeated nether hole. The Grinch-like grin on Naomi’s face returned as the first six inches of thick, bumpy plug was reinserted into her mother in one quick thrust.

Laura let out a low, throaty moan as her plug was unceremoniously reinserted into her aching bottom by her kneeling daughter. Due to her extreme horniness last night, after she had anally masturbated her youngest daughter properly, she’d chosen one of her more uncomfortable plug designs to force up her own sore back door; after she’d first ensured it had been properly dilated and ravaged by her favorite set of veined dildos, of course. Dave had originally bought the set of extra large studded plugs for her as an anniversary present two decades ago; after Laura had shown him an article in her favorite woman’s magazine at the time about how effective they were. The same company also made similarly designed 2XL and 3XL sets as well, but Laura would never be able to take anything that size up her nether hole. However, the fact that the company sold them was proof enough that some women could and did.

The plugs were designed to be punishment plugs to correct any perceived failings or offenses of wives and girlfriends; not as instruments designed to produce anal pleasure. Only a truly debased anal slut, such as Laura herself, could ever view those horrible plugs as anything which could produce both results. Dave had always been understanding towards his loving wife and knew that no matter how hard she tried, she would always be in need of extra encouragement to be a better wife and mother. And Laura had found her backside being forced open by one of those dreaded punishment plugs only a few times each month for the past twenty years. Since the shortcomings prompting their use seldom happened twice, Dave considered their purchase a success; and Laura was forced to agree. Of course, she did own other sets of even more deviously designed punishment dilators that even she wasn’t able to find the slightest pleasure in. But Laura would never willing use one of them on her poor, over-used bum unless she was being forced to. Truth be told, if Laura was honest with herself, the fact that those excruciating plug sets had gone unused for so long was yet another reason she missed her late husband.

In truth, the one Naomi was now forcefully shoving up Laura’s butt was one of the smallest plugs in that particular set. Laura had only had to wear the largest one once in her life when she’d totaled Dave’s sports car while driving to the store. The minor detail that the other woman had been drunk, had run a red light, and had managed to total four other cars before hitting Dave’s was no excuse. Dave had reassured her of this again and again before he was finally able to seat the entire length of the murderous plug deep into his crying and apologizing wife’s tortured ass. But Dave was a loving and forgiving husband; in the end, he’d only made her wear that monstrosity for eleven days – one day for each year he’d owned the vehicle; and only made her take it out and reinsert it a dozen times a day or so for her regularly scheduled enema regime. His understanding towards his suffering wife’s plight was amply rewarded in the end. The insurance payment for the lost vehicle, with a healthy bit added for his wife’s mental trauma over the entire incident, was more than enough for him to buy the sports car that he’d always coveted.

Snapping back to the present, Laura felt the tip of every smoothed triangle bump softly tear at the tender tissue of her rectum. But even that wasn’t as uncomfortable as the seesawing feeling emanating from her over stretched asshole itself. That ring of muscle was crying out in surrender as the plug made its full sixteen inch trek up into her bottom before finally closing in around the slightly smaller neck of the huge anal toy. Laura’s sigh of relief was short lived as her sphincter was unexpectedly forced open to the full five and a half inch diameter width of the plug’s body as Naomi began withdrawing the plug once again. Naomi pulled the painful latex dong out about half way, rotated it to the right; and then to the left. She adjusted its angle slightly and then began shoving it back up her mother’s rear hole once again. This time Laura rose to the balls of her feet and contorted her face in obvious discomfort as the punishment plug neared being fully seated once again. It never got there. The inwards direction was reversed just an inch before full insertion.

“Honey!” Laura gasped, trying to interdict her daughter’s abuse of her well stretched bum, “it doesn’t have to be perfect. Mommy’s going to take it out in a few minutes anyway when she gets her morning enemas.”

“Hush, now. Be a good mommy for your daughter while I make sure your plug is settled in correctly,” Naomi paraphrased her mother’s exact words that she’d used against her just ten minutes ago. “Your daughter wouldn’t want her darling mother to be uncomfortable with an improperly seated butt plug, would she?” Naomi emphasized her point by pumping and rotating the viciously large plug quickly in and out of her mother’s very sore asshole. As Laura’s legs began to shake from the intense sensation, the mother of five threw her head back and groaned soundlessly at the ravaging her back hole was receiving at the hands of her beautiful third daughter. Naomi misinterpreted her mother’s lack of audible response as silent consent and so continued to paraphrase her mother’s earlier words.

“I though not,” Naomi said as she slowed the punishing pace of the brutal pounding she was administering to her mother’s most private orifice.

The slower pace wasn’t to give Laura time to regain control of the situation; Naomi was slowing down to admire the effect the oddly designed plug was having on her mother’s expertly trained ass. On each outward stroke, every one of those little bumps seems to do its best to pull one portion of her mother’s anal ring outward just slightly farther than the main bulk of the plug was. It looked to Naomi as if dozens of tiny fingers were yanking and pulling outward at the ruined ring of muscle, which served as her mother’s asshole, on each sawing stroke of the thick rectal destroyer. The entire sphincter was pulled so far out from its normal position that is seemed to want to leave her body altogether and go right along with the plug. It looked more like a cone of pink and alabaster flesh buttressing a column of ebony latex the size of a two liter bottle of soda than what should have been a middle aged woman’s anus. Of course, given this day and age, the former sight was probably far more common than what Naomi assumed the latter would look like. There was also a soft sound accompanying the motion. It was akin to running your thumb down the teeth of a comb as each tooth strummed the taunt ring of muscle like a banjo string. The visual effect of the inward stroke was less striking but, curiously enough, the sound seemed to be slightly muffled as the dozens of fingers reversed the direction of their insistent yanking and Laura’s entire asshole was pulled deeply up inside her body. Her curiosity sated, Naomi resumed her previous tempo of hard and fast upward thrusts and rotations of the punishment dildo into her mother’s pert backside.

“It just doesn’t seem to want to go in right. Why don’t you reach back and pull apart your cheeks so your daughter can get a better angle?” Naomi again innocently repeated Laura’s earlier words. “Oh. That’s right. You can’t because both of your arms are still buried to the elbow up the teenage butts of my two baby sisters,” she said, nodding to the two young women still kneeing on the bed with their butt cheeks spread wide; both of whom were still far too concerned with coming down from their own intense anally induced orgasms to be concerned with the violent fucking their mother was receiving just behind them.

The studded punishment plug continued to saw in and out of Laura’s overly tenderized backside for almost another full minute. Despite herself, she felt the beginnings of a tremendous anal orgasm brewing deep in her guts as the intense pain emanating from her abused back hole quickly turned into the perfect mixture of pain and pleasure that got her off every time. It was all Laura could do to scream silently up at the ceiling while the reaming went on and on. Just as she was about to crash over the edge of her orgasm, the plug stopped its violent rampage into her well lubricated butt. A second later, Laura gasped loudly in protest as her hips continued to grinded rhythmically from side to side trying to get the huge, painful plug to move inside of her a little more.

“I just couldn’t get it to sit correctly. And a proper ‘old’ lady is better at getting the larger plugs to sit properly up her own bottom better than anyone else anyway. Just go ahead and seat this one fully when you’re ready to stand up and meet us in the bathroom,” Naomi finished repeating her mother’s words back at her as she stood up.

The motion caused her to grunt slightly herself as she was reminded of her own well stuffed butt. Naomi firmly patted the base of the huge plug hanging halfway out of her mother’s violated nether hole, causing her mother to twitch slightly.“My sisters need waking up too, you know. And you can’t play favorites; it’s just not motherly!”

Naomi grinned, turned and walked out of her sisters’ bedroom without a backward glance of her own at her mother’s painful and frustrated condition. The only things keeping the plug from slipping right out of the dilapidated anus and falling onto the floor was its sheer immense size and the small bumps that were still grasping and pulling at the soft tissue of Laura’s rectal walls and spasming anus.

Naomi had always had a near photographic memory.

“Payback’s a bitch, mother,” she whispered softly to herself as she walked out into the hall. It was just loud enough so that Laura heard it but not loud enough that Naomi couldn’t deny having said it if her mother pressed the issue. The only problem that Naomi soon found with the entirely satisfying situation was that having watched her mother’s butt being so brutally sodomized from so close a view point had gotten her own nether hole in the mood for some similar treatment of its own.

Naomi paused at the doorway into her own bedroom and looked down the hall at the bathroom and her waiting morning enemas. “Fuck it,” she heard herself say as she turned and walked into her bedroom to retrieve her masturbation kit from under the bed, “I can jill another one out before they’re all ready for their enemas,” she commented absentmindedly as she selected a veined dildo, which happened to be two sizes up from the uncomfortably large plug which was already wedged up her bottom, a magnetized toy handle and her favorite set of sharp toothed nipple clamps. “What’s the fun of being a masochist if I’m not allowed to hurt myself a little?” she asked herself as she resumed her favorite masturbating position on her bed.

A minute later, nipple clamps tightly secured to the bases of her already abused areolas, Naomi set about answering her own question as the four inch diameter, eleven inch long, veined dildo bottomed out in her pre-tenderized anal cavity. Despite herself, she couldn’t help crying out loud in discomfort at the intense penetration of the hole that had already given her two powerful orgasms in the past twenty minutes. As Naomi began to relentlessly pound the latex column in and out of her painfully over-stretched bottom with one hand, while pulling hard on the chains of her nipple clamps with the other, she decided that being a masochist wasn’t so bad after all. She soon felt the early rumblings of her third anal orgasm of the morning building deep inside her abdomen.

In fact, masochism was pretty damn fun if she had to be honest with herself!

BlackrockBoss · November 26, 2012

Awesome! Great plot development - could lead us, and these naughty girls and their capacious assholes, in many directions. Looking forward to the next chapters! Edited November 26, 2012 by BlackrockBoss

yanu22 · November 27, 2012

bravo luv it

givememorethanone · November 28, 2012

Thank you very much. This one is even better than the first chapter.

plu_x · November 30, 2012

i love this story, great work !!!

lordodie · February 22, 2013

Finally! Finally this got approved on Literotica! OMG they were pissing me off so much. The up side is that for each iteration I did for them I added a little more. So the final, final, version of chapter 2 is over there. Feel free to check it out and vote.

http://www.literotica.com/s/a-proper-young-womans-guide-to-anal-etiquette-ch-02

And for all you people out there waiting with baited breath, I'm working on chapter 3 now.

dunhill · March 3, 2013

Hi lordodie,

thanks for this welcome and fantastic new chapter of your anal saga!
:notworthy:

Of course i'm already curious what the next chapter will bring.
I still hope you will tell us about Amanda and her stretching machines.

Thanks a bomb, dunhill.

lordodie · March 13, 2013

Part 3 is ready and I've submitted it to Literotica. Hopefully I won't have as many issues with chapter 3 as I had with chapter 2. And, if you'll forgive me for 'plugging' my ratings over at Literotica, don't forget to vote [five starts]!

Thanks again to BlackrockBoss for his help in editing this for me. (three cheers!)

For those of you who may be interested, chapter 4 is about half written and I may have it ready to go in another week or so. As always, feedback and suggestions are welcome.

A Proper Young Woman’s Guide to Anal Etiquette: Chapter 3
By: Lord Odie

Disclaimer: The following is a work of pure sexual fantasy and is intended for adult audiences ONLY. If you are under the age of 18, please stop reading NOW and go tell your parent and/or guardian that you need stricter internet supervision. Any physical resemblance to a real person that any fictional character herein may bear is probably intentional and is meant as a compliment. Furthermore, all fictional characters in the following fantasy are professionals and good at what they do. So please, don’t try this at home; if such things were even physically possible. If you still insist on trying this at home, please send all pictures and feedback about the experience to myself at: lordodietheauthor@gmail.com. If I can’t stop you I can at least make sure you’re doing it right. Consider yourself disclaimed.

After School Special

“What a day!” eighteen year old Emily exclaimed as she dropped her purple backpack onto the bedroom floor and flopped backwards onto her bed. She was still wearing her school clothes from the day: a somewhat tight yellow T-shirt that hugged her young breasts invitingly and a pair of tight jeans that showed off the contours of her firm ass even more so.

“I don’t know what was worse. Mrs. Perkins popping a history quiz on us with no warning or spending the entire day with this huge fucking toy up my butt!” Emily continued in an overly dramatic voice. “I mean, didn’t they outlaw pop quizzes back in the 20th century? Certainly in the first half of the 21st century,” she amended. “And why do we need to know who did what in Renaissance Europe anyway? It’s not like that knowledge has any practical application. Even if it did, wouldn’t we have the internet right there to answer it for us!

“And this plug! It’s too big for me to wear around! It was all I could do to walk around looking normal so I didn’t embarrass myself with nine inches of latex buried up my ass!” she finished tartly.

“Oh, quit being such a drama queen!” Cora answered sternly as she sprawled out to relax on her own bed on the other side of their shared bedroom. She still wore her crimson and white cheerleading outfit that she’d changed into after school for practice. The outfit was pretty straight forward and traditional consisting of a cleavage enhancing halter-top, bare midriff and pleated miniskirt.

“Obviously, no one gave Mrs. Perkins the memo about pop quizzes; assuming you’re right about them being outlawed in the first place. Although, judging by your score on the quiz, I wouldn’t have too much confidence in your recollection of history!”

“Shut up, bitch! At least I passed!” Emily retorted.

“Hey! That’s not nice,” Cora said. “I wasn’t arguing with you. I’m just saying you didn’t do too good yourself,” she continued, defending herself. “And quit complaining about your plug. That pathetic little sphincter of yours is only being stretched out by what? A three inch neck? Please, sis! Mom packed me with one a full inch wider in diameter. And I had to go to cheerleading practice wearing it!” Cora exclaimed. “Try doing high kicks, jumps and generally dancing around with something the size of a fat guy’s forearm buried up your ass and get back to me!” she finished.

“Yeah right,” Emily responded. “It’s not all that much larger than the plugs you normally wear to school. I usually wear something half this size and I’m just not used to it,” she concluded. Emily brought her hands down to abdomen and pushed her fingers gently into her firm belly. It didn’t take long for her to identify the hard outline of the invading phallus buried deep within her colon. She could even get it to move from side to side as she alternated applying pressure to the left and then the right. The sensation felt strange yet oddly stimulating.

“Well you’d better get used to it.” Cora said glancing over at her younger sister and watching her play with her abdomen. “I think mom has discovered a new found interest in that tiny little back door of yours. I wouldn’t be surprised if you find yourself up to four inch plugs by next week. Maybe even five inch plugs by the end of the month!” she said evilly.

“Anything bigger than this and I’ll have to start wearing a small corset just to keep it from being obvious to anyone looking at me.” Emily complained. “I’m pretty sure, even with this one, half the people at school knew what I was wearing today just by the abnormal bulge in my tummy!”

“Bullshit!” Cora responded. “Most of the people in school already wear a larger plug than that on a daily basis. Everybody who doesn’t is a guy and don’t have to wear plugs to begin with!” she concluded; laughing at her own little joke about the differences between the sexes.

“Ha. Ha. Very funny. But not every girl at school comes from a family as conservative as ours is. I know a few of my friends don’t have a proper upbringing at all and are actually still virgins back there! If you can believe that! In this day and age! And they never even had as much as a finger or a tongue up their bung holes!” Emily exclaimed.

“I know,” Cora agreed. “What are their mothers thinking? What’s going to happen when they get into a serious relationship and their partner wants to have a little harmless anal fun and comes to find out they can’t even get a simple dick up there without a bunch of screaming and whining involved! I mean, I wouldn’t have kept my first real boyfriend very long if I couldn’t have taken his fist up my ass while I took his dick down my throat every day after school. I just don’t see how some women plan on being successful as a person in life if their ass never learned to how to gobble up whatever it gets offered!

“And what did you think you think those waist cinchers grandma gave you last Christmas were for?” Cora continued. “She obviously expected you to be wearing four inch dilators regularly by now too.”

“I just think our family takes it a little bit too far,” Emily came back. “Even most girls with a proper upbringing aren’t stretched to the extremes that mom and dad put Amanda, Mary, and Naomi through; or that mom put us through after dad died.”

“Well, from what I’ve heard from our older sisters, mom actually takes it pretty easy on us compared to what she put them through. She had to be a lot stricter with them because dad was still around to keep mom’s own back hole on a regular diet of thick latex cock. I know you’ve noticed as much as I have that the size of the toys mom masturbates with at night has slowly shrunk over the past year or so. She’s gotten out of the habit of having the strict discipline of dad to keep her bottom properly dilated. I talked to Naomi at breakfast and she told me mom actually had trouble taking a five and a half inch punishment plug this morning! Can you believe it! Our mom, Laura the Great Gaping Anal Queen, was grunting in pain from a five and a half inch plug! Dad would never have let mom digress to such a point if he were still around.”

“Yea. I know,” Emily admitted. “Although, if dad were still around, you’d probably be up to at least a five inch dilator for your everyday plug.”

“Yup. And you’d be maybe half an inch behind me,” Cora concluded and watched Emily wince at the thought.

They allowed the conversation to die, as each young woman contemplated the severe anal training that should have rightfully been theirs had modern medicine been better up to the task of emergency cardiac treatment. But technological wonders could only go so far.

Finally, Cora shivered to banish the sad memories and brought her mind back to the present and happier times. She rolled over onto her side to face her sister, who was still playing with the shape of the hard latex through her yellow T-shirt. Propping her head up with one hand, Cora reached back with her other to the base of the thick training plug wedged up her back hole. Wrapping her hands around what little extended out of her body she began to pull the firmly embedded latex out through her stretched anal ring. She had to bite her lip to keep from moaning in mixed pain and pleasure as the four inch neck gave way to the four and a quarter inch body of the ten plus inch long anal plug. Wanting to savor the extraction, Cora pulled the thick toy out as slowly as she could; savoring the sensation of having her anus temporarily pulled inside out as it resisted the extraction of the huge torpedo shaped toy.

Finally, she felt the plug slip free without so much as a pop; actually, it was more of a soft, wet slurp. Cora knew well from past experience that her ass had been utterly defeated during the course of the long day of relentless stretching by the thick plug. She doubted her nether hole had closed up much smaller than three and three quarter inches in diameter after it’d been freed from the iron heel of latex tyranny; barely smaller than the size of the plug’s neck which had spent the day teaching her sphincter its proper dimensions. A lesson her tired and sore muscle ring had learned very well. She knew it’d be hours before her anus returned to its normal unused gape of around an inch and a half. Like all women with a proper upbringing, a fully closed and self sealing asshole was a physical impossibility long before the twentieth birthday. Without the constant aid of latex tools, the vast majority of the female population of planet Earth would simply have shit running down their legs most of the day. It wasn’t called a butt “plug” for nothing!

In fact, while it still wasn’t polite to discuss the common practice of female anal dilation in public, society had quietly adjusted to its new norm. Women’s bathrooms were typically twice or three times the size as they would have been around the turn of the 21st century. This was because every stall was also equipped with enema facilities. When most women’s lower intestines were basically filled with rubber for most of the day, colonic cleansings every few hours were an anatomical necessity. Cora herself had administered three flushes during the course of the day, just to keep the pressure of her excrement at a comfortable level. Of course, the larger and more filling the plug, the more frequent enemas were required. Bearing that in mind, she estimated Emily probably only had to give herself two during the school day. She wondered how many trips to the bathroom their mother had to take on a daily basis just to keep herself cleaned out. A lot more than Cora herself, that was for certain; even with the smaller plugs her mother normally wore to work these days.

Finally, Cora spoke up. “You know, for all your bitching about that silly little plug you’ve got up your bony butt, you seem to be perfectly content laying there with it in and playing with it through your shirt. I think you secretly love it up there!”

Emily immediately stopped her playful manipulation of the toy through her stomach and glared angrily over at her older sibling. Cora simply glanced up at the ceiling as innocently as possible as she began tongue washing her significantly larger plug that had, until seconds before, been stretching the cheerleader’s sexy bubble butt. Emily opened her mouth to say something angry in response but there was nothing she could say. So she snapped her mouth shut and simply began unbuttoning her tight jeans and shimmying the faded blue denim off her shapely hips.

Cora watched Emily gyrate her hips to free herself from the skin tight denim with interest. As expected, Emily wore no panties under her pants. Once the fabric was free of the younger girl’s hips, Emily lifted her legs up to slip the trousers off; and Cora made her move.

With the grace of years of gymnastics and cheerleading training, Cora was at her younger sister’s bedside instantly. With her free hand, Cora grabbed hold of the jeans just as they were bunched up around Emily’s ankles and held them fast. At the same time, she used her superior position over her prone sister to push the legs down and back. The result was the most beautiful scene in the world as far as Cora was concerned. The repositioning of Emily’s legs caused the wet and puffy lips of the pussy at their apex to spread invitingly; the delicious pink girl flesh they’d previously hidden underneath revealed to Cora’s gaze at last. And, mere inches below that delectable front hole, was Emily’s painfully filled nether hole. All that was actually visible, of course, was the base of the thick plug that had spent all day violating her younger sister’s tender rectum. But it was framed by one of the most attractive pairs of ass cheeks Cora had the pleasure of daily sinking her face between; it certainly wasn’t the only one. She had managed to lose her panties, again, in the locker room after cheerleading practice after all. But that’s a story for another day.

Cora paused half a second to admire the soft white skin of her sister’s ass framing the large circle of black latex between them, and topped off with moist pink pussy lips before Emily was able to jerk her legs in protest.

“Hey!” Emily growled. “Just let me get this plug out first. My ass is really sore!”

“I’m here to help, sis,” Cora replied, “just hold this and I’ll get it out for you,” she said as she handed her own dirty plug between the two raised and spread teenage legs to her sister below. Emily barely had time to think about the unwanted offering as she accepted it without immediate protest. “Let’s just take a look at this tiny plug you’ve got here,” Cora continued as she squatted down at the base of Emily’s bed; being mindful to keep the legs spread high and wide.

“I’m perfectly capable of pulling it out myself, thank you very much,” Emily finally managed to get out. “Now let go of my legs so I can finished getting undressed and get this thing out of me!” she said angrily.

“Nonsense!” Cora responded. “Remember what mother always says: ‘When it comes to butt plugs, always ask for help,’” she quoted. Cora used the pause to sink three fingers of her unoccupied hand into the dripping snatch of her favorite sister. She was pleased to hear a soft, if very firmly restrained, moan of desire escape the lips of the restrained girl lying on the bed. Cora used her thumb to manipulate the little man in the boat as she worked the three digits all around the now soaking wet hole, causing soft slurping sounds to fill the small bedroom.

“Mother does NOT say that!” Emily protested. She tried to squirm away from the invading fingers in an attempt to escape. The attempt, she realized with a sudden sinking feeling, was only half hearted as her body betrayed her yet again. “Damn it!” Emily yelled silently at her body as it submitted to her older sister’s dominant mannerisms. “You’re my body! Listen to me!”

Her body’s only answer to her silent command was to start to slowly rotate its hips in time with Cora’s questing fingers.

“God damn it!” Emily said softly out loud. It was meant to be a silent curse.

“Such language from someone I’m only trying to help!” Cora said while managing, with great success, to sound offended. “And while I’m helping you out with your butt problem, why don’t you do something constructive with that naughty tongue of yours. I’m sure you remember what mother always says about dirty plugs in her house!” She glared down at her younger sister, fingers still working the soaked pussy, until Emily brought Cora’s dirty plug to her lips and began washing the day’s stains off with her tongue. “That’s better. Now be a good little girl and shut your fucking worthless mouth hole while I deal with your two needy holes that are actually good for something!”

Cora’s coarse language would have been offensive to anyone else who might have heard it; certainly their mother would have had a fit if she’d heard Cora talk that way to her sister. Emily was used to it though; it was all part of their sisterly banter.

With that shockingly derogatory statement verbalized, Cora bowed over Emily’s bent-in-two form, bringing her lips in contact with the hot pussy that she’d been playing with. Emily moaned out load; no longer attempting to hide her desire. Removing her fingers from the wet cunt, Cora buried her face into the delicious folds of her sister’s pink flesh; savoring the taste of the succulent young pussy juice like a starving man savors a fine steak. Sucking the labia into her mouth, Cora used her tongue to clean them off as best she could before allowing them to slip out again. Only then did she dive her tongue into the wet hole that was the source of all Emily’s delicious nectar.

All Emily could do was resign herself to her body’s desires and enjoy the sensations that her sister was giving her with that talented tongue of hers. For her part, Emily did her best to clean all the lubricant and slime that had built up on her sister’s plug throughout the day, but she was having a hard time with the task, with all the undignified moaning she was emitting.

Cora spent a few minutes devouring her favorite pussy in the world before moving her free hand down to the ebony disk parting her sister’s lovely ass cheeks. Although Cora normally referred to Emily’s backside as ‘bony’ out loud, she actually found it to be quite attractive. Grabbing a hold of the base, she began to firmly pull it outward. She encountered only moderate resistance as the three inch diameter of the plug’s base quickly grew to the three and a half inch wide mass of the toy’s main body. Emily’s low moaning and hip gyrations were only momentarily interrupted by a quick intake of breath as the increased thickness stretched her tenderized back hole wider than it wanted to be. But just as Cora’s own hole had learned well the day’s lesson on appropriate size, Cora found Emily’s nether hole to be an equally adept student in forced dilation. Nine slow inches later, and with minimal fuss, a wet slurping noise that matched Cora’s earlier one announced the plug sliding free of Emily’s now gaping anus.

Cora paused a moment in her snack of teenage snatch to admire the three inch dark pink cave that had magically appeared between her sister’s wonderfully toned ass cheeks. She could see the well-trained muscles of her sister’s sphincter trying to close the wet hole, but the attempt was less than futile. Just as Cora’s own distended bottom opening was still gaping wide – and she could feel air passing into and out of her colon with each breath she took – Emily’s ass would remain a wide open fissure for hours before it returned to its smallest unused state. Although, while Cora’s own normal gape was a respectable inch and a half, Emily’s anus at rest barely gaped an inch or so. For a member of the Wilder household, that lack of sustained anal dilation should have embarrassed her younger sister no end. As it was, Emily seemed to be content with her lack of anal self control. Cora would never understand some portions of her sister’s psyche.

The older sister could have sat there and just stared at that beautify glistening pussy and gaping ass for hours, but she didn’t want Emily to lose her focus and decide against, with actual sincerity, some sisterly after school fun. With only the slightest hint of regret, she returned her tongue’s attention to her sister’s front fuck port while returning the thick plug to its rightful place up her back one. Emily both grunted and gasped at the combined sexual assaults on her non-resisting holes. Which assault elicited the grunt and which the gasp, neither sister much cared.

With only minimal resistance, the thick butt stretcher slid back into its young, rectal sheath. Once at the halfway point, Cora stopped and began to twist and turn the latex toy this way and that in Emily’s distended anus; reinforcing today’s hard learned lesson in the proper shape a young woman’s asshole should always take. Not moving the butt plug more than a few inches in either direction, Cora continued to manipulate her sister’s tender sphincter with the plug in her free hand while her lips and tongue had their way with Emily’s spasming pussy.

Emily continued to moan in pleasure from today’s episode of forceful cunt lapping; not that she minded it in the slightest, as she regularly endured this from her older sister. Her moaning was only occasionally broken by a soft squeak or a slight intake of breath as the randomly moving plug found a new and interesting way to stretch the pliable ring of muscle between her parted ass cheeks. She soon felt her combined anal and vaginal orgasm approaching quickly, and its approach heralded the disappearance of any possibility she had of summoning the internal fortitude to stop her sister from doing anything she wanted to her willing, hormone filled body. With a final moan of acceptance of her sealed fate, Emily gave up what little resistance she had left and awaited the coming of the waves of orgasm that were already tickling the tips of her toes high above her head.

Cora felt the tightening of Emily’s pussy around her tongue as it sought out the depths of her sister’s delicious hole, and knew what was coming. Not slowing down in her manipulations to her sister’s squishy cunt and now sloppy ass, Cora expertly pushed her sister right up to the edge of orgasm, and then smiled to herself as she deliberately pushed her younger sibling right off the edge into screaming, convulsing oblivion. Getting another woman to orgasm hard enough to the point of almost blacking out was something any good sister – or mother, or aunt, or daughter, etc. – should know how to do. And Cora was an established expert at pushing Emily’s buttons.

Riding her sister’s jerking cunt while maintaining orgasm inducing suction was a difficult task. Even though Cora had long since mastered the task of riding out Emily’s convulsions, it still took all her concentration to achieve it. So much so that she had to stop the twisting and turning of the butt plug in order to do so. She simply buried the thick latex monster up to the hilt in her younger sister’s ass and grabbed onto the base to gain an extra hand hold on Emily’s spasming hips. Cora’s effort was not without reward as Emily’s powerful orgasm lasted over a full minute before her back collapsed onto the bed. Afterwards, Emily just lay there breathing hard and whimpering softly in defeat.

Releasing her oral death grip lock with Emily’s now thoroughly drenched pussy, Cora stood up licking the residual wetness from her lips. “God! I can’t believe how good she tastes!” she proclaimed to herself. Pushing the blue jean-encased ankles of Emily’s legs farther forward and down, Cora let go and was amused to note that Emily just held them in that position as she tried to recover from her mind blowing orgasm.

It was a recovery that both sisters knew full well would never take place.

Reaching under Emily’s bed, Cora retrieved the younger woman’s masturbation kit. Upon sliding out the heavy container and opening it up, she retrieved her favorite dildo harness and wrapped it around her slender waits and snapped it on over the cheerleader skirt she still wore. As expected, the harness was already adjusted perfectly to her hips; after all, Cora used the dildo harness from Emily’s kit more often than anyone else did.

She knew that Emily was currently dilated enough for a three and a half inch wide toy by virtue of the one that had already spent the entire day stretching the unwilling nether hole. Feeling particularly horny herself, she was in no mood to waste time stretching her sister out to accommodate a still larger plug up her already sore bottom. Coming to this decision quickly, she selected a fourteen inch long, three and a half inch wide, realistically veined dildo and snapped its magnetic locks onto the front of the dildo harness.

Standing up, she paused to admire herself in the room’s full length mirror. She would have been an image straight out of a futanari manga: a hot cheerleader with a massive ebony cock protruding from her miniskirt adorned hips. She stroked her faux-cock a few times and made wet kissing motions towards the mirror for added effect, before returning her attention to her still compliant younger sister.

Moving back over to the bed with her reclining, panting sister, she noticed her own – now licked clean and discarded – bottom trainer lying on the bed next to the exhausted looking young woman. Without a second thought, she bent down to retrieve it. Reaching back behind her she unsnapped the rear strap of the dildo harness and, lining the cleaned plug up with her still gaping rear hole, began to push the four and a quarter inch thick butt stretcher back up her abused rectum. She winced sharply as the dry latex grabbed at her sore ass tissue as it forced its way further into the depths of her perpetually yearning-to-be-filled back hole. Cora eventually had to squat slightly and reach around with both hands to force the plug fully up her tender asshole. She sighed softly as she felt her sphincter wrap itself around the comforting mass of the four inch thick neck of her butt plug once again. Re-snapping the leather strap and securing the harness once more around her waist, Cora thought to herself how much it was going to hurt to pull that unlubed plug back out of her bottom again. It was an eventuality she found that she was actually looking forward to.

Positioning herself between the widely spread cheeks of her sister’s backside, Cora reached down to remove the fully seated plug up Emily’s poor dilapidated asshole. What little resistance there was at the first extraction was gone as the plug slid quickly out of Emily’s ass with the familiar wet slurping sound.

“Here you go, sis,” Cora said as she passed the stained plug down to her sister. “This one needs cleaning too.”

Emily took the plug which had spent the day up her own ass without question or complaint and began working her tongue down its length; cleaning off both the residual lube and her own stains along the way. Cora smiled to herself as she watched the submissive actions of her younger sister. “All it took to transform Emily into a totally submissive fuck slut was one good orgasm,” she commented silently to herself. “Of course, the rest of us Wilder women are that way naturally, so I guess she has more self restraint than the rest of us combined.”

The yawning chasm between Emily’s spread cheeks was now visible again. Cora reached down with her right hand and sank it up to the thumb into Emily’s soaked and well lubricated cunt. Rotating it around in the sloshing wetness for a few seconds, she extracted her hand and wiped the homemade girl lube down the length of her fourteen inch bitch tamer. Repeating the process several more times, it wasn’t long before the latex horror was glistening with Emily’s pussy juices. As Cora knelt down and lined the massive head of the faux-cock up with her sister’s slippery back orifice, her mind drifted back to her own first lesson in using pussy juice as lubricant that she’d received from her mother.

* * *

“Now, Cora, let’s move on to how a woman gives another woman a proper anal buggering with a strap-on. A girl’s own juices make the perfect lubricant for this for many reasons. First of all because it’s very slick; notice how wet you are after mommy brought you to a few orgasms with her tongue and mouth when she focused on your hot little cunt? Let’s see if we can’t get some of that cum out of you for a useful purpose. […] See? Mommy’s whole fist slipped right up to the wrist in your front hole and you barely even cried out in pain! Ah, the wonders of how relaxed a few strong orgasms can make a woman!

“After mommy rotates her fist around that tasty slit of yours a few times to make sure that it’s fully coated in your juices, mommy can pull it out and wipe it all over her nice, big strap-on. Now quit complaining, young lady! I realize it’s a little bigger than the dildo mommy was using on you earlier but it will fit. Mothers just know these things.

“Now I just need to get some more of your juices […] there we go. It went in a lot easier that time. You barely jumped at all! We just need to make sure we have enough pussy juice, and wipe it all over mommy’s strap-on again. One more time should do it. […] I think you’re starting to like mommy’s fist up that horny young cunt of yours, aren’t you. Well, that not something you should get used to. Pussy fisting should only be for very special occasions. A woman’s pussy needs to be nice and tight to milk men’s penises when they fuck us. You naughty girl! You really are enjoying this too much. Mommy will have to punish you after tonight’s lesson.

“But that’s for later. Now, reach back and spread your cheeks so mommy can line up her strap-on with your loose asshole. […] See how easy that slipped in? I know mommy’s big dick hurts now, baby, but it will feel really good in a few minutes; although mommy doesn’t want to upset her baby too much so I’ll push the other half in a little more slowly. […] There! That wasn’t so bad. Now you have the whole toy buried to the hilt up your bottom.

“Now pay attention to the sensations coming from your stretched back hole as mommy pulls her toy almost all the way out. Feel it slip past your rectal walls and pull your sphincter outwards slightly? It’s not causing you much discomfort now since all that slippery pussy juice mommy slathered onto the dildo is still nice and wet. So just lay back and enjoy the nice deep rectal plowing mommy knows her daughters like. […]

“Cora. I know you’re getting close to your second anal orgasm, but pay attention to mommy for a minute. Now, mommy’s big strap-on has been pounding away at your little asshole at a steady pace for over ten minutes now and you might notice that it’s starting to become a little uncomfortable. This is because pussy juice is water based and is being absorbed by the walls of this greedy ass of yours. It’s also evaporating offmommy’s toy when it’s outside of your body.

“If you pay attention to the sensations in your ass again as mommy fucks you with her big fake dick, you’ll notice that the big dildo is no longer slipping effortlessly past your rectal walls and what was once a slight tug on your sphincter is now a firm pulling. Mommy can actually watch it dragging your sphincter back and forth a few inches into and away from your body. This sensation will only get worse over the next few minutes as the last of your pussy juice is worn away. What’s left is really just sweat, waste and what little girl cum is left to lubricate the extended fucking mommy is going to give her daughter’s needy bottom. This is really a great way to get that extra stretch out of a woman’s ass! […]

“Good girl! That was your most powerful orgasm yet! And we’ve only been at this for barely fifteen minutes! If you’ll pay a little extra attention to your asshole, you’ll feel it’s totally devoid of lubricant down there now. This is what we want. Yes it is a little harder for mommy to driver her thick toy that deeply into your bottom, but mommy works out so she can keep up this pace for quite a while yet. But for tonight, we’ll just go another fifteen minutes or so. Nonsense! This won’t kill you. In fact, I think you’ll have quite a few more powerful orgasms before I pull out. Daddy used to do this to mommy every night, with much larger toys than what’s up your bottom now, just so mommy would have a good night’s sleep. Daddy took such good care of mommy’s dirty ass! […]

Good girl! We’re almost done! Just a few more minutes and my darling daughter should be howling in another deep anal orgasm. Now stop crying and just enjoy this. If you’re a good girl and cum really hard for mommy one last time, mommy will let you pick out any one of her toys that you want and you can practice this technique on mommy’s ass for the rest of tonight’s lesson.

“Well, mommy really didn’t mean you could use one of her punishment dildos, but I guess mommy forgot to specify; although, a nice thick punishment dildo would feel really good up mommy’s hungry ass. It should also make sure Mommy sleeps really well tonight!”

* * *

Cora smiled to herself at the fond memory. She’d actually selected one of her mother’s largest punishment plugs and had sawed it in and out of the crying matriarch’s sore and orgasming asshole for almost a full hour and a half before the older woman passed out from sheer exhaustion, and a sustained and continuous anal orgasm that had lasted nearly forty minutes. Cora, ever the good and loyal daughter, had retrieved one of her mother’s dildo straps and secured the punishment plug deep in her mother’s bowels to make sure that it wouldn’t slip out during the night. She’d then covered her snoring mother up to sleep it off.

Laura had slept until late the next afternoon and had woken up in a very good mood indeed. Such a good mood in fact, that she never did punish Cora for enjoying the pussy fisting too much. She did always believe in treating her daughters fairly and evenly.

“Please,” Emily moaned, snapping Cora back to the present from her reminiscing. “Please use some real lube on it this time, Cora,” Emily pleaded as the head of the wide faux-dick slipped past her stretched out anus.

“Every day after school you ask me the same thing and every day I give you the same answer,” Cora replied. “‘If I start going easy on you today, you’ll just expect it tomorrow,’” Cora quoted for the umpteenth time as she pushed another few inches of the thick anal pacifier into her sister’s unresisting backside.

“Yes, but I’m really sore back there today,” Emily argued as she grunted in discomfort at the pulling sensation along her rectum as the latex prick slid home another few inches. “And I don’t usually get ass fucked with something this large!”

“Well, I’m really horny today,” Cora replied firmly, allowing yet another few inches of veined dildo to slide into her complaining sibling. “And it’s nothing bigger than what you’ve already had up your ass today. So, if you think about it, I’m actually being pretty gentle with you. I could have picked out an even larger fake cock for your hungry ass to swallow. Actually, if you really want me to use your bottom the way it ought to be used, I probably should.” Cora stopped the latex torpedo’s forward progress and started to pull back out a fraction of an inch.

“No!” Emily cried reaching back with her hands to stop Cora’s retreating hips; the half clean plug she’d been sucking on fell from her lips and onto her chest and finally came to a rest between her boobs, which were still covered by her yellow t-shirt. “This one’s fine.” Then after a moment, “And thank you for being so gentle with me. I really appreciate it.” Emily continued earnestly.

“It’s no problem, baby sis,” Cora replied as she resumed her inward momentum. “After all, I’m really doing this all for you, ya know,” she lied. “Now why don’t you reach back and spread those boney butt cheeks of yours so I can really get a good rhythm going when I start fucking that tiny asshole of yours,” she commanded.

Emily complied instantly; her mind too full of endorphins to do anything else, really.

The last few inches of insertion were the most fun; for Cora at least. She could clearly see the progress of the thick latex dick as it made its way though Emily’s rectal track. Since Emily’s shirt had been pushed up to just under her breasts during the thrashing orgasm, and the outline of the imposing toy was clearly visible on the reclining woman’s toned abdomen.

Finally, the base of the latex slab came to rest between Emily’s firm butt cheeks; signifying a full fourteen inches of thick cock buried up the small teenager’s passively accepting nether hole. Cora reached forward and grabbed a hold of the denim restrained ankles of her younger sister and, bending down slightly, brought them over her head and secured the ankles and almost-off blue jeans around her neck. Emily’s legs now safely held in position, Cora stood up; the motion bringing Emily’s hips clear off the bed with her. The geometry of the action pulled their hips momentarily away from each other a few inches before Emily’s shoulders slid down the bed and her butthole again fully seated itself on the slick fourteen inch dilator buried in that most private of holes. Emily let out a soft groan at the firm packing of her asshole; her hips involuntarily making small circular motions in the air.

Cora was fascinated at how this angle let her observe the clear outline of the thick dildo pushing up under her sister’s muscular midsection. “Oh,” Cora thought to herself. “We’re doing it this way more often from now on. This is just way too cool!” This position also allowed her to grab hold of Emily’s hips with both hands for extra leverage. With Emily’s butt floating about a foot off the bed and most of her weight on her shoulders, the angle was perfect for some truly deep anal buggery – as their mother liked to call strap-on ass fucking. She adjusted her stance to make sure she had a good footing and prepared herself for the exertion to come.

What would eventually become a no-holds-barred backdoor plowing started out slow enough. Cora backed her hips up until the fourteen inch ass reamer came about halfway out of its home before sinking it all the way back in. Emily’s butt met Cora’s thighs for a split second before they bounced off each other; establishing the initial rhythm.

Emily cried out in mixed pain and pleasure as the first stoke was completed and the second began. She tightened her grip on her spread butt cheeks; ensuring – despite her mental opposition to what was about to happen – that her sister had clear and unfettered access to her rear fuck port. Again her butt bounced off of Cora’s strong thighs and the third stoke was already underway. By the sixth time her bottom bounced off her sister, all Emily could do was moan in pleasure at the warmth emanating from deep in her bowels.

The relative gentleness of the initial strokes were slowly replaced by something far more primal as Cora extracted more and more of the thick bitch-tamer with each thrust; the thrusts themselves becoming more and more rapid as the minutes wore on. Cora began to pant from the exertion and Emily was now openly wailing at the sustained anal assault of the merciless fourteen inch monster. They soon settled into a fast and furious butt pounding rhythm that involved about twelve inches of latex being extracted on each quick and powerful thrust of Cora’s hips. Emily’s butt cheeks rippled again and again at the continuous impacts they had with her sister’s thighs. Enough sweat and pussy juice combined at the point of skin contact that each time the thick latex tool bottomed out in Emily’s quivering bottom, sharp fleshy slapping sounds began accenting the end of yet another deep gut wrenching thrust.

No sooner had they established a steady cadence that Emily had her first powerful anal orgasm. All thoughts of ensuring her sister had an unrestricted path right up her over tenderized asshole thrown aside, Emily let go of her bouncing ass cheeks to rip her t-shirt and bra away from her bouncing perky 32B tits. Once freed, her thumbs and forefingers closed in on her hard pink nipples; crushing and rolling them firmly. Of all the Wilder daughters, it was well know that Emily had inherited their mother’s true love of rough nipple play during any kind of sex, and anal sex especially – even more so than their masochist-to-the-extreme sister, Naomi. With the added pain now pulsing from her aching nipples, Emily’s powerful orgasm hit a new peak.

Cora rode out her sister’s first orgasm without modifying the punishing rhythm they’d already established. Throughout Emily’s hard minute long orgasm Cora kept the three and a half inch thick, fourteen inch long, latex dildo slamming into her sister’s red and abused butt hole with firm determined strokes.

Finally, the orgasm died down, leaving Emily panting and crying softly. “Please, Cora,” she moaned. “I don’t think my ass can take much more of this today. Can’t we stop a little early today?” she pleaded.

“Nonsense, Em’,” Cora said, not modifying her tempo in the slightest. “All your pussy juice is just starting to wear off and we’re not even half way done. In fact, I’m pretty sure we’re might go into overtime tonight!”

“Please, Cora,” Emily begged. “Not today. I – oooohh shit! – don’t think my poor butt can take this pounding – unnngh! – much longer.” Her request for clemency died in a series of ‘ooohs’ and ‘uunghs’ as her next anal orgasm approached her with uncaring determination.

“Just listen to yourself, Emily,” Cora panted in between the powerful thrusts of the latex monster plowing into her sister’s rectum. “You’re laying there begging me to stop while you’re next orgasm is almost here, and you’re about to twist those nipples off if you’re not careful. Do you really want me to stop or are you going to be a good girl and actually listen to what your body is telling you? Just let me give this thankless asshole of yours the workout it obviously needs.”

“Please, Cora,” Emily moaned softly; no longer in firm protest. “P… l… ease… Oh… God!” was all she got out before her second deep anal cum took control of her body once again. This one lasted longer than the first by a full half minute. By the time it subsided, the thick latex dildo slamming into Emily’s nether hole was almost devoid of its original ‘Emily Brand’ lubricant. It was plowing, with only medium resistance, into the moaning girl’s abused back crevice by the sheer force of will of her dominant sister. With the pain and pleasure emanating from her stretched and battered asshole, added to the sensations coming out of her self-abused nipples, Emily was already well onto her way to her next strong orgasm. The most fervent protest she was able to summon to the brutal fucking her sister was giving her were only the pitiful moans of a steadily orgasming teenager. These same pitiful moans of protest were interpreted by Cora as moans of pleasure and encouragement. If anything, the force of the strap-on fucking only intensified as a result.

In the end, Cora and Emily’s endorphin-filled body outvoted Emily’s brain by a vote of two to one; the fucking would continue unabated!

* * *

After almost forty-five minutes of non-stop, brutal anal corn-holing, Cora finally called an end to the buggery; she was worn out and needed to rest. The last ten minutes of the ride featured Cora lying on top of Emily’s bent double body; Emily’s ankles still secured behind Cora’s neck while the two kissed deeply and the fourteen inch latex monster slammed into Emily’s unprotected butt with the force of Cora’s full weight and energy behind it. In the end, Emily was reduced to a crying, incoherent, orgasming wreck; it was the best and most fulfilling fuck she’d had in recent memory.

Cora stood up slowly, bringing her sister’s ankles out from behind her head and gently turned Emily sideways to lay her legs down onto the bed. As softly as she could – without dislodging the thick rubber fuck-stick from her sister’s extremely sore and abused nether hole, of course – Cora adjusted her position so that she was behind her sister and the two were soon spooning and kissing softly in the afterglow of Emily’s near continuous anal orgasming; the three and a half inch wide rectal dilator impaling Emily’s butt still continued to move in and out of her tenderized bottom, but now at a slow and loving pace. Several minutes of slow and shallow pumping passed as Cora consoled her sister and Emily gradually regained her composure.

Cora reached up to wipe a tear out of her younger sister’s eyes before sliding her hand down to play with Emily’s raw nipples. “Now see. You can’t tell me you didn’t enjoy that,” she asked her sister in between the affectionate and reassuring kisses they were sharing.

“No, you were right,” Emily croaked through a throat that was dry from too much screaming in ecstasy. “Mother keeps telling me to listen to my body, not my head. I really should start listening to her more,” she concluded.

“Yes, you should. And your big sister too!” Cora added.

“Ha! You’re less than a year older than I am. And you’re in the same grade too. You’re hardly in a position to offer me much advice. What makes you think you’re qualified,” Emily asked playfully.

“Because I actually listened to our mother when she taught me I was an anal slut. You just don’t seem to want to accept it; despite all the proof to support her claim,” Cora stated. “Would a girl who wasn’t a complete anal whore be able to cum – at all – from a fucking like that? Let alone cum constantly for almost twenty minutes?”

Emily wanted to argue but she couldn’t. She laid there passively for several heartbeats in her sisters protective arms – thick latex dildo continuing to slide back and forth between two toned teenage butt cheeks – before finally admitting, “No. I guess I have been denying the obvious.”

“Yes you have! Now that you’ve seen the light, what are you going to do about it?” Cora asked, allowing the leisurely pace her big faux-cock to pick up slightly as it continued to penetrate her sister’s overly sore bottom.

“Start masturbating correctly for one,” Emily stated. Cora only looked confused. “It’s a long story,” she added. “I’ll tell you later. Just promise me one thing.” Cora gestured her sister to continue. “Tomorrow when we play after school, stop being gentle with me and go ahead and use the next size dildo. I don’t know if my tight little ass can take a prolonged pounding from a latex cock that size, but I think we both agree that it needs to be less tight anyway!” Emily giggled.

“You can count on me, ‘Em,” Cora reassured her sibling as she kissed Emily’s puffy red eyes. “So. What would you like to do now that all the mushy stuff is out of the way?” she asked as her hand rested lightly on Emily’s hip, drawing the younger woman just a little bit closer to allow the thick latex prick to sink into its moist hole deeper still. “We could grab that three and three quarters inch dildo you just mentioned and you could take another turn on the ‘Cora Fuck Express’, or you could see to my needs. I seem to recall that only one of us has had a chance to get fucked to ‘Cum Heaven’ this afternoon.”

“Oh I definitely think it’s my turn to be the top for awhile,” Emily confirmed, but still making no move to disengage herself from the rubber ass reamer still doing its work inside her intestines.

“And unlike me, you should feel no need to be gentle,” Cora said. “I’m fully in tune with my body and I know what it needs. I’m pretty sure my ass can take the next size up for just as long as you took that silly little three and a half incher.”

“If it can’t, it’s about to anyway,” Emily confirmed with her sister. The two teenagers locked in a passionate kiss that lasted for a few minutes. All the while, Cora continued to slowly stroke the thick veined dildo lovingly in and out of her sister’s back hole.

Despite the rawness of her asshole, Emily didn’t complain one bit. She was actually enjoying herself.

* * *

Almost an hour later and the two sisters were still at it; although Emily was quickly approaching her stamina limit. It was unquestionably more physically exhausting to be a top than it was to be a bottom. For a comparable forty-five minutes, Emily had been remorselessly pounding the massive four and a half inch thick, sixteen inch long rectal destroyer in and out of her favorite sister’s spasming butt hole. The copious amount of slick girl juice that Emily had scooped out of Cora’s cum filled pussy had long since worn off leaving only unyielding latex to bottom out, again and again, deep inside a defenseless female rectum. To her credit, Cora didn’t ask Emily to stop or slow down even once – she even managed to encourage her younger sister to go harder and faster throughout most of the buggering – but she had been teary eyed and orgasm ridden before her pussy juice lubricant had finished wearing off.

The two teenagers were in the missionary position on Cora’s bed. Initially, Cora’s legs had been wrapped around her sister’s waist, pulling Emily in tight with every thrust of the huge latex prick. But midway through the brutal fucking, Cora just couldn’t keep her legs up anymore, despite her desire to see the buggering out till the sore and gaping end. Wanting to ensure Cora received just as thorough and fulfilling a reaming out as she’d received, Emily graciously helped her sister out by pulling Cora’s feet up and placing them on top of her shoulders. This allowed Cora to totally relax and enjoy the sensation of the drying four and a half inch monstrosity pounding her poor back door harder than ever. It also lifted her hips upward at the perfect angle for Emily to throw her full strength into her vicious downward thrusting. Cora had gone into continuous multiple orgasm mode soon thereafter.

The two siblings had even managed to continue their sloppy kissing and necking all throughout most of the brutal ass fucking. The passionate making out was only interrupted when Emily had to pant for breath or Cora had to scream in orgasm. Although, for the last ten or fifteen minutes, there was a lot more time spent on the various interruptions from both young women than the actual kissing.

Finally, with an epic thrust, Emily bottomed out in her incoherent sister’s abused nether hole one last time. Cora screamed out loud in one final mind blowing orgasm to match before returning to her state of mindless, endorphin driven euphoria. While kissing her sister’s pleasure and pain contorted face, Emily unbuckled the dildo harness from around her waist and rolled off of Cora to lie side by side with her out-of-it sister. Without Emily’s support, Cora’s legs simply fell heavily back to the mattress. Emily was also considerate enough to leave the massive faux-cock buried to the hilt up Cora’s backside. Both young women were so preoccupied with trying to catch their breaths that they were completely oblivious to their surroundings.

“Now that’s what a mother likes to see when she gets home!” Laura exclaimed from the open doorway to the teenagers’ bedroom. “Her daughters playing nicely with each other and getting along so swimmingly!” Her smile was beaming with approval as she walked into the room. The 46 year old mom wore a beautiful deep blue dress that offset her dark red hair perfectly as it spilled across her shoulders and down her back. The dress was made with a conservative hemline that ended just past her knees; albeit with an equally not conservative neckline that plunged down so far that just a hint of bottom cleavage peaked out from where the fabric finally joined back together. Her ample bosoms were otherwise pressed firmly together and upwards to amplify every glorious square inch of her substantial assets. Obviously, the dress was not meant to be worn with a bra and was designed with all the necessary support for her massive 34FF rack built right into the stitching. The article of clothing was a masterpiece of the tailor’s art and the amount of cleavage that was displayed as a result was simply mouthwatering.

Cora and Emily were too startled and out of breath to reply, as the realization that their daily anal shenanigans had been observed for an unknown length of time. Neither was embarrassed, of course; only shocked at the unexpected intrusion. After all, such behavior was heartily encouraged in the Wilder home.

“I heard the screaming and the moaning all the way in the kitchen and I just had to make sure it was coming from two real throats and not just a nice family themed movie,” Lara continued.

“Oh! And I brought a guest with me,” Laura gestured to the buxom redhead entering the bedroom behind her. “Amanda is in town for the annual ‘Women’s Health Fair and Expo’ to run some workshops featuring her company’s products. She was originally just going to stay in a hotel next to the convention center but I convinced her to come home for at least one night, so here she is!”

Amanda stepped out from behind her mother to look down on her two sweaty and panting kid sisters. The 28 year old business woman and engineer worn an expensively tailored charcoal black business skirt and suit designed to accentuate her ample curves and large 36DD chest. While not as massive as her mother’s assets, the cut of her clothing showed them off superbly. Amanda wasn’t displaying anywhere near the amount of cleavage as her desirably dressed mother, but the distinctive swell of tit flesh that peaked out the top of her white blouse testified to the strength and design of her undergarments. And despite being mostly covered by her suit jacket, her breasts obviously intended to be on full display. Just as Emily and Laura had similar red hair, Amanda also had dark red locks which she worn in a tight bun at the base of her head.

“Hey, Cora! Hey, Emily!” Amanda exclaimed with equal enthusiasm as their mother. “I’m glad you two have been getting along so well! And I haven’t seen such worked over assholes in quite a while!” she added approvingly, nodding towards the thick anal intruder still sticking out from between Cora’s butt cheeks and the hint of the gaping cavern between Emily’s. “Well, at least not since last month when Todd posted some before and after images of my own asshole on our corporate website to promote the prototype of one of our new proof of concepts to potential investors,” she added. “I was sore for two weeks afterwards. Of course, I would have healed a lot faster if Todd could manage to keep things out of my ass for more than a single day, but boys will be boys I guess!” she finished happily.

“Yes they will,” their mother added. “No matter how sore I thought I was, your father always managed to show me that I wasn’t all that sore after all.” Turning to Amanda, “I’m glad to hear that Todd doesn’t take a woman’s word for it when we might complain that we’re too tired or too sore for him to play with our beautiful butts; especially one like yours. I knew I liked him the moment I met him!” she said happily. “Some men can get a little lethargic with their women’s anal needs as a marriage gets on in years. Be sure to thank him for taking care of my little girl for me when you see him next.”

“Oh I will,” Amanda assured her. “Of course, I honestly don’t think that’s a problem with most couples these days. If it was, Todd and I would be out of business tomorrow!” she concluded laughing. Laura joined her in her mirth.

“How long have you been watching us play?” stammered Emily when she saw her chance to enter the conversation. She had recovered enough to get that much in edgewise. Cora was still a few minutes away from forming a coherent sentence.

“Oh, more than long enough to be very proud of my two youngest daughters for taking care of each other’s needs so thoroughly,” Laura replied as she leaned over the bed to give Cora a big wet kiss. The kiss lingered for some seconds while Laura’s fingers sought the orgasmed-out slit between Cora’s legs and reached deeply inside. Breaking the kiss, she brought her fingers up to her lips and sucked them quickly clean before bending farther over the bed to repeat her motherly greeting with her youngest daughter. Both girls grunted softly at the intrusion into their overly sensitive front holes but made no attempt to impede their mother’s actions. Breaking the kiss with Emily, Laura stood up and smoothed her business skirt.

Turning back towards Amanda, “be sure to taste Emily while you’re here tonight. She really has come to be quite delicious,” Laura said offering her Emily-soaked fingers to her oldest daughter. Amanda sucked them into her mouth greedily. “I don’t know what she eats to be so sweet, but she needs to continue.”

“You’re right! No wonder you’re always telling me Cora can’t get enough of that,” Amanda concluded licking cum residue from her lips. “I’ll have to let Todd know. He might find a way to get out here to visit more often if he knew the truth!” she giggled.

“He just might,” Laura agreed. Turning towards the door, “Now if you girls don’t mind, I need to go to the bathroom and give myself a nice hot enema and then slip out of my work clothes. I’ll let you two get caught up with Amanda while I’m gone. Keep in mind that dinner is still at 7:00.” And with that, the buxom and insatiable mother of five ravenous anal whores left the room. All three sets of eyes locked onto the swaying butt under the tight blue dress as she left the room. They all hoped they still had such an amazing ass when they where their mother’s age.

Amanda watched her mother go and then turned her attention back to the two younger women. As she walked over to the closest night stand to retrieve a bottle of all purpose lubricant, she unbuttoned her suit jacket and threw it across Emily’s unused bed. Underneath, she wore a full bodied leather corset that went from her pelvic bone at the bottom up to a set of quarter cups at the top. These were designed to push her already impressive rack up and out even more; which in turn were the source of the top swell of mammary that was visible while her jacket was on. Her obviously braless breasts and large hard nipples at their zenith were poking through her silk blouse yearning to be free. “Alright girls, now you’ve got me all curious, so you know the drill: Scoot back to the edge of the bad and then knees to boobs,” Amanda told her two kid sisters as she spread lubricant on her hands and wrists. Cora and Emily complied without protest.

Kneeling down at the foot of the bed she continued, “Get those cheeks of yours spread wide and let an expert take a look at your handiwork. As well fucked as you think these young back holes of yours are, I doubt they’re completely fucked out for tonight,” Amanda said as she extracted sixteen inches of thick latex from one of her sister’s cavernous bottom. She had expected the thick latex tool to slide smoothly out of the teenager’s backside and was surprised to feel the amount of resistance she met. The massive dildo had hardly any lubrication on it at all! Amanda took a moment more to familiarize herself with the two impressive gapes before her: Emily’s a little bigger than three inches across and Cora’s a little wider than four. Both cavernous gapes were formed by the inner edges of two puffy red, and obviously extremely sore, anal sphincters.

“My, you two HAVE been busy! But don’t you two believe in proper lubrication?” she asked seriously.

“We just used the juice from our pussies like mom taught us to,” responded Cora as she looked past her knees at her older sister.

“Yea,” chimed in Emily, her head peaking around her knees as well. “It’s how we always do it. Didn’t mom show you how to properly bugger another woman with cunt lube when you still lived here?”

“Of course she did, sillies!” Amanda said. “Although I think I was closer to twenty before we got to that portion of my training. I’m just surprised she already taught you two something so advanced; and that you’ve become so experienced with the technique already.

“I don’t know if mom told you this or not, but it’s actually the way she prefers to relax before she goes to sleep. I actually spent most nights while I was in college helping dad get mom ready for bed. He would have her lay on her back and have me straddle her face and hold her legs up and away. While mom ate my asshole, he would select one of the largest dildos I’d seen up to that point in time, put just enough of mom’s girl cum on it to let it slip in, and then pound it up her ass until she started cumming; and then he’d keep it up until she was ready to pass out.”

“Mom did mention that dad used to put her to sleep that way when he was still around. But didn’t you ever cum yourself from having mom eat your ass,” Emily inquired. “I know when she eats mine, I don’t last very long.”

“Of course I did; all the time. Mom has a very talented tongue. I just wasn’t allowed to let go of mom’s legs,” Amanda replied. “Dad always called it ‘prepping the next hole’.”

Both Cora and Emily smiled. Cora finally asked, “Why did he call it that.” Although she was pretty sure she already knew the answer.

“Because as soon as we’d tucked mom in, he’d take me back to my room and lay me over his lap and spend half an hour or so making sure I was relaxed and ready for bed too. He wanted to make sure I had enough cunt juice built up to lubricate what he called ‘a sufficiently large dildo for the task’. It was usually pretty close to the maximum size that mom had worked my asshole up to at that point; which by my early twenties was quite a bit bigger than what looks like your two holes have been playing with this afternoon! Dad always went out of his way to make sure his wife’s and his daughters’ butts were well cared for. I still miss him.” Amanda’s sudden melancholy surprised her.

“Yea, we do too,” responded Emily reassuringly. “But we still have each other, and you still have Todd.”

“True,” replied Amanda brightening up once again at the happier thoughts of her close and loving family. “And dad did make sure that Todd knew exactly how to ensure his new wife needed to be relaxed for bed, so it’s not like my bottom is ever neglected. If anything, Todd is even more concerned with my emotional and anal well being than dad ever was; he is such a good catch! Too bad he doesn’t have any brothers.

“But enough talking about how well cared for my nether hole is,” Amanda continued. “Right now I’m more concerned about the two gaping assholes my kid sisters seemed to have created for themselves. I don’t know how much you know about the subject, but there really are very few limits to the amount of attention the female asshole is capable of enduring. And even fewer when the assholes in question are as young and flexible as yours are.

“So just trust me.

“I’m an engineer.”

Minutes later, the stereo sound of soft moans and muffled cries escaping two eighteen year old pairs of lips was drifting down the hall. It was accompanied by the unmistakable sound of an experienced anal veteran plying her hard learned craft on two very sloppy teenage assholes.

lordodie · March 13, 2013

Spoiler Alert: Here is my working handout for the "The Women's Health and Wellness Expo". This would be given to everyone entering the convention center at the front gate.

• Seminars
--o How Certified Stretch© really works
--o Achieving deeper, longer and more pleasurable anal fisting
--o Proper anal strap-on techniques for younger women (ages 18 to 21)
--o Proper anal strap-on techniques for adult women (ages 22 and up)
--o Staying in shape and staying dilated; at the same time, by Curvature Fitness for Women
• Product demonstrations
--o Anal By Design
----• Butt Buckler™
----• Wheel Chair 2100™
------o In association with Certified Stretch©
--o Plugs of Paris
----• New summer line of designer dildos
--o Freedrick’s of Bollywood
----• Please from Pain™ line of punishment plugs
• Free services
--o Colonic health exams
--o Certified Stretch© screenings
--o Five minute anal fisting sessions, by the White Lotus Day Spa
• Key note speakers
--o Speaking engagements
--o Book and plug signing
--o Answering all your questions
--o Mollie Givens, author of:
----• “Strong Woman, Weak Anus: How Feminism Has Evolved in the 21st Century”
----• “Living With Incontinence: One Woman’s Fight to Achieve the Perfect Gape”
----• “My Mother Never Taught Me How to Stretch: Starting Anal Training When You’re Over 25”
--o Patricia McAllen, author of:
----• “My Mother’s Ass and Mine: The Modern Mother/Daughter Relationship”
----• “Being a Strong Role Model For Your Daughter: How Dilating Together Benefits You and Her”
----• “My Sister and I Are in Love: Unexpected Consequences of Sisterly Bonding (and Why It’s a Good Thing)”
--o Melody Iz, star of “The Dr. IZ Show”
• Door prizes
--o “The Total Package” from Certified Stretch©
--o One hours anal fisting sessions from the White Lotus Day Spa
--o One month memberships to Curvature Fitness for Women
--o Books from our key note speakers Edited March 13, 2013 by lordodie

givememorethanone · March 14, 2013

just WOW!! I'm crazy about this crazy story.. keep going in the same way, that's perfect. more school/public scene would be a bonus.

Age Verification

A Proper Young Woman’s Guide to Anal Etiquette

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