Anonymous: I really like to watch prolapse porn, for me is such a turn on to see a girl like Proxy Page having her asshole hanging out after being fisted. I just would like to know how this happens. It’s because having regular anal too often, or it’s because the regular insertion of big toys. I would like to do this with a girl someday, but also I wouldn’t like to hurt somebody.

There are a few different things which people refer to as anal prolapse, but they’re kind of different. The medical condition of anal prolapse is generally involuntary and problematic, and it also isn’t known to be caused by anal sex—it’s more of a preexisting condition or something one might be already prone to. It’s quite rare.

In porn, what is often referred to as prolapse or rosebudding is something that is done a lot more deliberately, and occurs as the result of the anus being significantly loosened and relaxed in the short term through the use of large toys, fists, double/triple anal, etc., and then pushing out hard as if straining when going to the bathroom in order to force part of the rectum into view in the gape.

The former is generally quite a bad and unwanted thing, but the latter isn’t generally an issue or something that occurs outside of deliberately trying to do it after or during a long anal session.

ebrock1972: Have you or would you do a double or more anal?

ditzystella: Omg! Thanks for the question!!??

I am going to do an about me page today answering a lot of this, but I am more than happy to tell you that no I have never done it YES I would do double, but probably not more than double because I like how small I am and if I take three I’m worried that I won’t be able to go back down to size…

Maybe this is something I should ask @analsexonly … if i have a gangbang of three big cocks in my ass, am I going to go back down to a normal size ever again?

??????
Stella, the anal only bimbo slut next door ?

You aren’t going to stay loose all the time after double or triple anal, no. Instead, over time your upper limit will increase and you’ll be able to stretch open more easily to accommodate such a size, but still tightening up again when not in use. Buttholes just don’t really get permanently loose or gaping. You can enjoy two or three cocks one day and just one another day. Especially as you train and strengthen your anal muscles, that also gives you a lot more control to both relax and loosen and tighten.

Anonymous: Are you doing anything special for No Pussy November this year? I know last year you made it permanent, any additional challenges this year? Total clit denial for the month? Double anal training?

dumbandpretty: Oooh, I hadn’t thought of upping the ante. What would you suggest?

dumbandpretty: Looks like I’m going to live out a few fantasies this evening. I’m scared as fuck, but the bath is running – scalding water, bubble bath – and I’ve got my razor, my enema kit, a whole boatload of newly purchased shoes and lingerie. I know I’ll be prepared physically, but will I be ready mentally?

Only time will tell…

Anonymous: What are your thoughts on double anal? It’s been coming up more and more lately in pornography.

Double anal is much more of an advanced act than regular anal for most people, and it’s something that many people won’t be interested in. But it’s certainly something that’s possible for most anyone to learn to do safely if they’re interested in trying it.

For example, if someone wants to be anal only but also enjoys double penetration and misses the practicality of vaginal penetration for that purpose, it’s a way for them to continue enjoying a form of double penetration while remaining strictly anal only. Women who regularly do double anal often say that they find it a lot more pleasurable than vaginal + anal forms of double anal, too.

There are also women out there in relationships with multiple men, and double anal can be a form of mutual intimacy between them all at the same time. With practice, it can even become a regular thing, with at least one women in such an arrangement reporting that she and her boyfriends did double anal almost exclusively, three to five times a week on average.

Double anal can be worked up to in the same as training yourself for regular anal sex: gradual increases in size, practice with large toys, introducing a second dildo into the mix while masturbating, and getting to the point where with a little warmup you can slide two cocks into your ass together with no pain.

I have no doubt that as anal and the anal only lifestyle continue to get more popular, more people in polyamorous relationships or who enjoy sex with multiple partners will start adopting double anal as a regular practice, or even just a special treat.

Anonymous: I’ve read your post about dp. My boyfriend, his buddy and me want to try double anal. But it sounds dangerous. What should I consider and how do I properly prepare for it?

Presumably you already engage in anal sex regularly and can comfortably get fucked in the ass with a single dick. That’s an important first step. Then you should use a dildo larger than your boyfriend’s penis, but not yet twice the diameter. Work up to being able to comfortably fit that in, and then try either two penis-sized dildos or your boyfriend and a dildo. Have him fuck you for a few minutes until you’re loosened up a bit and then add more lube to the area around your anus, to his penis, and to the dildo, and press the dildo up against your anus either forward or backwards of his penis, gently increasing pressure until the head starts to pop inside. You should take things slowly here and stop if it really hurts, but otherwise keep slowly increasing the depth until it’s inside. Then have him continue fucking you, very slowly at first and increasing as you can take it.

Once you can do that for a while and have done so multiple times, consider trying double anal with two guys.

It’s no more dangerous than any other semi-large anal play: you can hurt yourself if you’re not careful, but if you take things slowly and work your way up to being able to fit that much inside it’s totally harmless.

My boy and I often had a friend join us in bed. I love the fullness of DP! I almost always come from it. I was never into anal until that friend convinced me, despite his large size, much to the delight of my boy. 🙂 After a couple months I could take him fully and we started doing DP’s. Mind blowing! When my boy and I were alone we were basically anal-only.

His friend had to move away a year ago since then we’ve been AO – and strictly AO for 9 months now. It’s really great, and a hot naughty kinda chastity – love thinking about how long I’ve gone without a boy up front – I can’t wait to hit the 1 year anniversary! I do crave the fullness his larger friend provided so my boy adds a few fingers at times to heighten the intensity (while calling me a slut for letting his friend ruin me, lol :). I have come a few times with that without even touching my clit (and my boy comes from fucking my ass every time, so I know he loves it too 🙂 We’d be happy being AO forever, probably.

But, we’ve recently found another guy to join us. It’s been great – he’s about the same size as my guy, so much smaller than his other friend (so he adds fingers too, lol!). I did love the DP’s and I miss the fullness thrill I got from it, but I don’t want to break my anal-only ‘lifestyle’ I’ve  commited to. Both AO and DP  are thrilling but I’d have to chose one or the other, and I’d mess up my AO streak! When 1 year hits I might cave in to a DP… frustrating! What should I do?

I would, of course, recommend that you stay anal only instead of allowing DPs. Even you don’t seem to really want to break your anal only streak, and I’d say why settle for one year of anal only when you can have two, or five or…? If you get off on the chastity aspect of it, try amplifying that by forbidding vaginal/clit stimulation at all and training yourself to have pure anal orgasms even more frequently.

Another option, especially if you’re capable of larger anal insertions, is to work up to being able to receive double anal, with both fucking your ass at the same time. This would allow double penetration while staying anal only. It’s not for everyone, but if you’re already able to fit a larger penis it might be something you could try.

Ultimately, you’ll have to decide whether receiving DPs (as opposed to DAPs) is important enough to you that you want to give up being anal only. There are also those who consider DPs an acceptable part of being anal only as long as the vagina is never penetrated except as part of a DP. I don’t subscribe to that personally, and think that if you’re getting vaginally penetrated you’re not anal only.