bobui

you need to use surgical sterile lube and get a set of proper sounds (don't use a finger or a pen), start with a small size- e.g. 5mm and slowly work your way up. if you get into it you might consider doing some mods/ upgrades to get bigger sounds in. quite a popular mod amongst pee hole stretchers (and very popular in crossdressing/shemale circles) is a meatotomy. You are slitting slowly your penis head , so you are able to insert large objects in your penis, also some people start splitting the penis shaft (if you are into anal fisting, and you would love to have a big man pussy - anal that looks like labia, then you might also consider meatotomy mode, as you penis starts looking like a gaping vagina with labia). If it's something you are interested in (or would be interested in) - let me know, I can give you advice on where to start and how to do it etc, its one of the greatest mods you can do on your cock.

I agree. The limit is in your head. If you have good tactics and regular sessions, then its possible to stretch very quickly (just my opinion based on my experience). I went from stage 0 to 8cm in about 9 months. A lot depends on the toy and lube too

I do use poppers. I find them very useful. I tend to do use them at the very start of the session (to relax the hole) and then when I get to the big toys, as it helps to get biggers toys in and get more stretched. Also what I noticed - when i start using poppers 1-2 minutes later the cock goes limp and will stay faced till end of the session (also it looses all the sensitivity and all the sensitivity moves to anal). Also anal orgasms are stronger and hole can take more aggressive fisting for longer, but i need to sniff in poppers every 2-3 minutes. Also poppers help to cum without touching the cock (as larger toys can be used, e.g. if I can take 8cm diameter, and I managed to get 8.1 -8.2cm when using poppers, an ejaculation will happen as soon as the toy pops in). Get poppers from France, they are very good there.

Hello! My man pussy had a long break (over 10 months) from anal fisting/large indentations. I was using plugs once a month or so, just to maintain the hole in the loose condition, but nothing major, the size my hole is able to take has decreased a lot (was able to take about 8cm diameter, no can only 6.5cm). As I had no proper fisting sessions as I used to have before (had a female friend who was crazy about anal fisting, but that is no longer a case as she relocated). She stretched my hole quite quickly and was monitoring the progress and mentoring me (kind of like a mistress), so I was making good progress and really enjoyed it. I would like to get back to fisting/stretching and looking for someone who would be willing to monitor the progress, mentor me and set targets for stretching. That will keep my motivated and improve my progress. The original goal was to get to 10cm or higher, but only got to 8cm (give or take), though it only took about 9 months to get there (regular stretching sessions and poppers). I have all the toys up to 10 cm in diameter. If anyone is interested- just let me know.

can we have a bit more information please? i am sure there are a few people here from the UK who would be interested. Thanks.

Very good point. I noticed that only large (the maximum my anal can take) toys make me enjoy the process and get anal orgasms, small toys don't work that well. Also if a toy is extracted very very quickly so the are anal "turns out" then it brings the orgasm closer..

Thank you! How many times a week would you recommend stretching? 1-2? 3-4 and for how long? And what would be the best technique for stretching? E.g. Cone shaped plugs?

Hey! That is my first post on here, though I've been registered and been reading RoseButtBoard for over a year now and been into anal fisting for about a year or so. So far (not a lot of regular sessions unfortunately..) My mistress suggested we start anal stretching and that's how I got hooked up. I started off with hardly getting 2 fingers in on a 1st session, now I am able to take a 7,5cm (diameter) hard plug. It took about 14 sessions in total to get to this stage, and 5 sessions to insert a fist. So I was kind of happy with the way stretching was going and really love the play! It's the best thing I ever tried and I no longer interested in the classic sex I was having before. The only problem I have- I can't cum from anal only. I was told that tensing (like if I were to push the hand/toy out) and trying to push out "prolapse" (I don't yet have it) while fisted/pegged should help me cum handsfree (also known as sissy-gasm in certain subcultures/roleplays). I've been trying that for a few months, but can't seem to find a way to cum hands free, maximum what I managed to produce was a table spoon of pre/cum (after 2 h non stop fisting session, and 5 h before play time). We tried poppers, but that mainly helps to get anal orgasms, and not on regular bases either, only when my anal turns into a swollen mess and starts itching/hurting then I can get anal orgasm. After using poppers - penis orgasm is not possible (as it's always flaccid during fisting and usually is in the sissy cage, so removing it takes a while), getting it up is extremely hard after poppers and requires A LOT of hard hand job (last time the frenulum was torn from all the effort to make it hard). Also in the nearest 6-7 months I wouldn't be able to use hard jerking method, as penis is being heavily modified and will be bandaged most of the time (the head and base are being split-meatotomy, so it looks like a clit/labia and will fulfil the overall look, then it will be pierced with rings and tattooed with a "stockings lace" type of pattern, big and existing project!), so I need to learn to cum handsfree from fisting. I would really appreciate your advice! And I am always happy to chat to people with same interests, so feel free to say hi (especially if you are from UK and you are into fisting/crossdressing/sissy play). Thank you and have a wonderful prolapse!