u/sissydarah

I’m on a quest to completely ruin myself from being able to have sex in every possible way. A limp sissy prejac diaper dependent bed wetter that would cum before ever getting hard and no one would be foolish enough to let me out of a diaper long enough to try anyways.

I’ve made huge progress towards being a prejac (I kinda started out as one), and have gone from limp to cumming in under a minute, taken a few minutes to recover, and then went limp to cumming in under a minute again.

Currently I’m working on staying limp. I’m in a chastity cage most of the time and I’ve had many sissygasms caged and limp.

I didn’t have an opportunity for anal today so I tried softly rubbing a finger on my clitty while watching sissy hypno porn, stopping every time I started getting hard. It took a while and it was super frustrating wanting to cum so bad. But eventually I started to squirt semen everywhere. My clitty got hard super fast once that started so I stopped touching it. I was still so horny and I so badly wanted to grab my erection and pump it until I had a real orgasm, but I decided to be a good sissy and not touch it.

I really enjoying thinking about how long its been since I've had sex, or how long I've been in chastity. But when I'm really horny it's hard not to give into temptation when there's an opportunity. Any advice for staying pussy free when I have the chance to get some?

My wife loves teasing me and says she is satisfied with our sex life if we never have PIV, but it is something she enjoys from time to time.

I love being teased and denied, I get really turned on by asking for sex and being reminded why I can't have it (penis too small, cum to fast, just not worth the clean up).

Sometimes when I'm watching my wife touch herself I'll ask if I can be unlocked from my chastity device and be inside her. Usually she says no and teases me and that turns her on even more and she cums super hard.

Sometimes though she says yes, and I'm so horny in that moment being inside of her is all that I want. But it's over so fast, and then I feel kinda disappointed that I broke my streak.

There's been a few times when I've been saved by being a prejac, either cumming before I can get the cage off, or before I make it inside of her.

But usually I get 3-4 thrusts in before cumming. That's hot in its own way because it's yet another thing to be teased about, but I really would like to see how long of a streak we can keep going.

A few years ago my wife couldn’t be on birth control, and she had a lot of anxiety about relying on condoms alone. She was also on medication that made penetrative sex largely unappealing for her.

Our sex life suffered quite a bit. She often avoided intimacy because she worried it might lead to sex, and then she’d spend days afterward anxious about whether she might get pregnant.

One night while we were making out, she told me we could have sex. Instead of feeling excited, I felt guilty. I knew it wasn’t something she was really looking forward to, and I didn’t want her to feel obligated. At the same time, I didn’t want to reject her and ruin what had otherwise been a really nice evening.

So after putting on a condom, I pretended that I had already finished before we ever got to penetration.

She laughed and started teasing me about it. She found the whole thing incredibly hot and started touching her self and orgasmed harder than she had in a long time. I've always been into kink stuff related to embarrassment, submission, inadequacy, and I ended up cumming for real from watching her touch herself and being teased.

After that night I would joke about how she was too hot for me to handle and it would really get her in the mood to touch herself. I faked orgasming a few more when she said we could have sex. But eventually the thought of prematurely ejaculating and not being able to make it inside of her was so hot for me I started to actually cum before making it inside of her.

We went from being intimate only occasionally to fooling around several times a week. The pressure was gone for her and it seemed to awaken a kink in herself.

I feel a little guilty that it started with me not being completely honest, but it led us to a dynamic that really helped our relationship during a period where we otherwise would have been really disconnected.

(She's on different meds now, and I've since had a vasectomy)

I woke up in the middle of the night with an urge to pee. I could tell I was in a situation where my diaper was going to leak (my penis was semi-erect and pointing up) but I'm working on not repositioning to wet so I laid there and focused on telling myself I was a bedwetter until I peed. It did leak all over my pajamas, and the mattress pad I was sleeping on, but then I went back to sleep.

I woke up a few more times during the night, and I was able to wet so much easier knowing that I had already leaked. The last time I was still kinda asleep and wet nearly instantly without thinking about it much.

In the morning my pajamas were soaked, but thanks to the mattress pad I was sleeping on and my waterproof blanket there was barely any cleanup to deal with.

I think my fear of leaks and having to deal with a huge situation of washing all my bedding is the main things that's been holding me back. So both accepting that leaks are going to happen and also seeing how well my new bedtime setup worked is leaving me feeling much more confident and making it easier to wet at night.

I cum pretty fast usually, and my wife likes to tease me about it (she thinks it's really hot she can do that to me). Without any formal training there's been many times I've cum as soon as I get inside her, and a handful of times where I've cum all over her just trying to make it in.

The humiliation of not even being able to have sex because I can't even handle the proposition is super hot and I decided I want to start training to make that happen more often.

I came last night by masturbating while my wife teased me about my size. (She was shopping for vibrators/dildos and I suggested she measure me so she could compare. I always thought I was roughly 5" but apparently I'm just barely 4".)

This morning I woke up crazy horny thinking about it, so I set up a timer, put a bunch of lube on, started the clock and went from limp to full ejaculation in 1:27. I kinda half ejaculated at 1:08, stopped for a few seconds, thought about leaving it there and ruined, but that was so hot I couldn't help finishing it off.

I used just 2 fingers (index/thumb) and tried to apply minimal pressure. No porn, just thinking about last night.

I wear diapers 24/7 and use them to wet and mess. With minor exceptions I haven't used a potty in years.

My wife also sometimes locks me up in chastity, and I've currently been locked up for a couple weeks. The longer I'm locked up the more submissive I feel and the more I want to prove that I'm a sissy diaper baby that should never be given back big boy privileges. For example, instead of quietly going off to change when my diaper is full I'll first find my wife and ask her to check me and have to admit my diaper is wet or messy. Or I'll ask if I can change my diaper in front of her, so she can see my little peepee locked in a chastity cage covered in diaper cream and baby powder.

I would love other ideas for embarrassing things I can do that'll really cement in her mind what I baby I am, and that she shouldn't let me have sex.

Happy to share the results of my humiliation.

(We've had many conversations about our kinks and she's fully onboard and consenting. Just looking for fun role-play ideas not manipulation)

I've been wearing diapers 24/7 (with minor exceptions) for several years now. Back when I first started I tried to make myself a bedwetter. I had some minimal success and woke up a couple times as I was wetting my diaper.

But as a side sleeper I had a number of leaks and it was such a pain to deal with. I would get too stressed thinking about it when I would wake up feeling like I needed to pee. I would lay awake for a while trying to wet until I gave up and re-positioned to my hands and knees, wet, and then lay back down and go to sleep.

Eventually I got tired of not sleeping well, and stopped my training. Accepting that when I woke up, I'd reposition and lay back down.

However, I really want to be a bedwetter. And I think it'll help me on my journey towards being more diaper dependent.

I restarted my training yesterday. I got a washable mattress pad to sleep on, a diaper cover to help with leaks. And I found these disposable mattress pads that I realized I can wrap around the side of my body under my pajamas, and my pajamas keep it in place.

With that set up I was feeling super confident I wasn't going to have to deal with a huge laundry issue, and even though I still woke up during the night, I was able to keep my eyes closed, stay in my sleeping position, wet my diaper, and then go right back to sleep!

It felt like a huge step forward, and I'm optimistic if I keep this up I'll be wetting in my sleep soon.

I've been in diapers 24/7 for several years now and have been engaging in chastity play with my wife off and on. But I've realized I'm the happiest when I fully embrace being this pussy free diapered sissy that I truly am and I want to go all the way with it.

My wife put me back in chastity a couple days ago, in the past I would get really horny and eventually beg to be let out. I've discovered sissygasms though and using dildos in my bottom is SO much better than sex ever was.

My wife also really likes PIV with me though, she's onboard with keeping me locked up - but when she gets horny she really craves it. I suggested we get a dildo, obviously one that's bigger than me, so she doesn't feel like missing out.

I think it might also help if I work on being a prejac, so if we do both get caught up in the moment it'll be really dissatisfying and she'll learn that's not a good option.

Would love to hear other ideas or suggestions for how to better fully embrace this.

I've been in diapers 24/7 for several years now and have been engaging in chastity play with my wife off and on. But I've realized I'm the happiest when I fully embrace being this pussy free diapered sissy that I truly am and I want to go all the way with it.

My wife put me back in chastity a couple days ago, in the past I would get really horny and eventually beg to be let out. I've discovered sissygasms though and using dildos in my bottom is SO much better than sex ever was.

My wife also really likes PIV with me though, she's onboard with keeping me locked up - but when she gets horny she really craves it. I suggested we get a dildo, obviously one that's bigger than me, so she doesn't feel like missing out.

I think it might also help if I work on being a prejac, so if we do both get caught up in the moment it'll be really dissatisfying and she'll learn that's not a good option.

Would love to hear other ideas or suggestions for how to better fully embrace this.

I've been in diapers 24/7 for several years now and have been engaging in chastity play with my wife off and on. But I've realized I'm the happiest when I fully embrace being this pussy free diapered sissy that I truly am and I want to go all the way with it.

My wife put me back in chastity a couple days ago, in the past I would get really horny and eventually beg to be let out. I've discovered sissygasms though and using dildos in my bottom is SO much better than sex ever was.

My wife also really likes PIV with me though, she's onboard with keeping me locked up - but when she gets horny she really craves it. I suggested we get a dildo, obviously one that's bigger than me, so she doesn't feel like missing out.

I think it might also help if I work on being a prejac, so if we do both get caught up in the moment it'll be really dissatisfying and she'll learn that's not a good option.

Would love to hear other ideas or suggestions for how to better fully embrace this.