adventurous1

Maybe...  :down:  It is not the end of the world.   I will keep hoping that my wife finds a reason to try it again.

Do a search for images of "table top mirrors"   I set one on the bathtub ledge and straddle over it.    You can use both hands to define your rosebutt and push at the same time.   I also use this to watch penetration.   

When I started using anal toys I had powerful anal orgasms that blew my mind. I would almost pass out. It was very exciting but things slowly changed.    After stretching wider and deeper, these powerful orgasm are no longer there. It still feels very good but only small orgasms with certain toys. It seems to be related to the need to push which I do not have anymore. On certain toys I still feel this. It doesn't have the same appeal as it used to.    A few times I did get bored. When that happened I would just stop. Not even masturbate. I just didn't feel interested. Maybe I was tired and too busy.   So now I only stretch once a week. I also have found that having a goal helps me to stay interested.   I am working on a 4 inch wide plug. I have done it in the past but took a break. I am close again. I think that 4 inches will be my max. Right now I can keep the Chase Hunter plug in for over ten minutes. This is very comfortable and for some reason I deeply enjoy the feeling that I have accomplished this. It is very erotic.   I am also getting past 15 inches depth. There is a wall there for me and I think that I am close to getting past it. It has taken years. I am not sure where this will go as far as toys. This is a little exciting.     I now enjoy large and comfortable. My wife knows that I stretch but it is "my thing" at this point. I am hoping that eventually she will discover the pleasures that I have.

I still think that if she sees another woman enjoying anal sex in a porn scene then she might realize that she is missing something.   This is the approach that I plan to take with my wife. I am waiting until she is retired and has more personal time.   I have read internet articles written by women for women on this subject.

What about watching regular porn together and then eventually porn with anal scenes?   My wife is no-go on anal. We did it a few times when she was younger and there was not a problem. Now she does not want it anymore. She said she is afraid that something will change and she will have little accidents. I plan to tell her that just the opposite is true.   Your GF may have a friend that is advising her.

Maybe she is worried that there will be a mess... poo? What about experimenting with an enema first?   What about gently touching her anus and not anything else but maybe kissing. Stop and go, stop and go, tease her. Make her think about her anus and possible pleasure and letting go of old issues.

As far as width, I can take 3.75 inches and I am almost at 4. As far as depth, I can take about 3 inches to around 15 inches deep.   I have been training my body for a long time and have been very careful. I work on both width and depth.   Sometimes I train twice a week for a few weeks then take a 2-3 week break. Seems to help me and keep me interested. I like comfort more than pain. I have toys that I cannot fully insert and may be too big for my anatomy.   My wife knows that I have this kink. She has used a strapon on me and fisted me. She decided that she did not want to do it anymore because she is afraid that she will hurt me accidentally. I was disappointed at first but I have now accepted that she has made her choice. We have great sex. I attribute my mind-blowing orgasms to my anal play. We both take a little viagra just to spice things up. It really helps her stay interested as we are getting older. I am very sexual and she is too sometimes.   I am glad that there is a forum like this were people can discuss something that makes them feel good. Thank you to all the beautiful porn stars who show us that this part of sexuality is very erotic and very enjoyable.    

I think that going slow is good. If you are enjoying the middle sized toys then stay with it. I sometimes think that I went a little to fast and kind of lost the orgasms as a result. I recall that I dealt with a fair amount of pain moving from 2.5 to 3 plus. 

I use a shower head attachment faucet like the ones used at the kitchen sink. It is nice to do this in the shower in case of an oops. I use as warm of water as possible. I count how many seconds of flow I get before I feel full. About 35 seconds of fill is as much as I go. It might go, 8 sec - 10 -15- 20 -20 - 25 - 25 - 30- 30- 35 -35. For me it takes 10-12 flushes because I play fairly deep (15 inches). I am not in any hurry and I like to be very clean before I start. 

I chose HotKinkyJo for incredible depth and raw kinkyness. I also chose Alysia for amazing width and sweetness (love her accent).

I am glad to hear that she is well. HotKinkyJo is a sweetheart.

Just wondering how things are going? 

Thanks again for all the ideas. I have now been able to stimulate the anal orgasm that I was referring to. For me it is definitely linked to the feeling of the need to push. The best toy I have for this is the  4 Stage Rocket (small) by Gold Dreams (GD7520). I am comfortable until I go all the way down on this. I can hold it for 5-10 seconds before I get the spasm that causes the orgasm. It is not painful. I remember when I had this feeling with the 3 Stage Rocket. Now, that one is too comfortable and I do not feel the need to push and hence no orgasm.

I enjoy being able to insert larger objects safely and comfortably. I get a sense of accomplishment when I can hold a toy more than 10 minutes. Watching porn keeps me excited about the progress. I stretch a couple times a week. I used to have a strong desire to self-fist. I accomplished this but it was not comfortable. I may try again once I am more loose. One of the reasons I stretch and finish with masturbation is so that I can go longer with my wife. She knows I stretch but we do not discuss it. She tried fisting me but became squeamish. I have decided that I will enjoy stretching more if I do not involve her.   

I'm 60. Maybe it is my age. I still enjoy it but it is not as "new" as it was 7 years ago when I started.   My pleasure now seems to be connected to how large and deep I can take and how comfortable it is to hold for longer periods. I watch porn while I stretch.