Learning and practicing premature ejaculation

My Wife and I have recently discovered that I have learned a new humiliating ability that a lot of other Sissy's do quite often. It started over the last year or so while exploring the benefits of chastity. I'm locked in my cage on and off, sometimes weeks or months at a time, then sometimes I get to go free for a few weeks, what ever suites her or her Man.

While enjoying a short lived vacation from my cage, I found myself stroking and playing with my little thing for hours while her Man enjoyed what is his. I'd play with myself to the point of edgeing, stopping several times before I came in my panties. Eventually I went to far and tried to stop, and started cumming even after I stopped any manual stimulation. It may have started as a self induced "ruined orgasm", but still, I couldn't hold it in any more.

Ofcoarse my Wife and her Man noticed and had a good laugh at my sad example of manhood. Over the next few weeks, I practiced the same technique, either alone or while watching my Wife play. It got easier and easier to just let go and stop holding back, messing my panties without any stimulation. It occurred to me that there is no point in even trying to hold back anyway, it's not like I have to try to be man.

Soon I began messing my panties without any edgeing or manual stimulation of any kind, a perfect premature orgasm from just watching or being teased it or humiliated. My wife and her Man seemed to enjoy it too, so it got even easier. Looking back, "Learning" to prematurely cum seemed easy. Yes, being in and out of chastity helped, but I think the important step was learning to just let go. I think there is some kind of natural or socially instilled instinct that makes us want to hold off on cumming, perhaps to impress a woman with some kind of manly stamina that most of us on here Do Not Have. Who am I trying to impress ? My Wife knows what a Real Man is now, and Her Man knows what kind of man I am too. All three of us know it, which makes our journey in this lifestyle so great.

I can sure tell ya, cumming in your panties prematurely is sure as hell better than being locked up in chastity for weeks and months at a time !

Stop trying to hold back and let it go ! Who cares !

Why not apply the same logic and exercises to learning to cum from other techniques?
Say, playing with your nipples, or penetration?

I admit it would depend on your objectives. Would you want to become effeminate? Cum like a woman, maybe? Or maybe learn to "hold it in" for ages, while someone plays with your nipples, strokes your butt, or bends you over....
I could see using piercings, too, to ensure you stay soft and learn to hold it in, while letting it go, too....
No getting hard, but wet panties through lots of foreplay, like watching, followed by a long, full-body climax...


You could even learn to "leak" while fluffing your wife's lover, leaving a nice wet spot on the front of your panties...

My wife has always encouraged me to not try and hold back, but to just cum as fast as possible. Coupled with some long term denial, I have been cumming as soon as I enter her. I haven't lasted longer than 5 seconds or so for several years now.
Natural Born Cuckold
Pussy-Free For Life starting 02-26-2017, 2633 days as of 05-13-2024

we've all heard of numbing cremes and nerve block to make the penis less sensitive to touch. But does anyone know of anything that could be applied to make the cock MORE sensitive?

In the past, as part of motivating my wife to want to be with other guys, I would deliberately try to shorten the length of time that we screwed by cumming sooner than I normally do. My goal was to speed it up, and hopefuly finish before she reached an orgasm. It wasn't always easy (she cums fast), and I sometimes had to pause or slow down whenever I sensed that she was getting close.

But ideally I would just try to go for it and cum as fast as possible, leaving her somewhat frustrated with an unsatisfying fuck. It actually worked too. On more than one occasion it helped spur her to meet other guys. We're not into the sissy/panty stuff... but she did mentioned that she "needed a better fuck than that" on several occasions, and then she went out looking for it. So premature ejaculations, even intentional ones, can be useful tools.
cuckold - Pronunciation - kuk-uhld - noun 1) The husband of an unfaithful wife. 2) A husband whose wife has sex with others. NOTE - It does NOT say: Sexually confused, submissive, humiliated, sissified, crossdresser, cocksucker, or piss drinker

encouraging stuff. keep going

Does anybody know of any PE encouragement or ***** audios on soundgasm.com or soundcloud that are available? thanks!

I also wear panty liners to help with my sissy dribbles.
Being a sissy maid is so much fun!

Has anyone ever been enough of a premature ejaculator that their wife was able to make them cum in their pants, especially under embarrassing circumstances?

This only happened to me once, when I was much younger than now. I still get horny sometimes, but my cock usually doesn't respond like it used to. Back then it unpredictably did. My wife & I went to an annual summer party that her boss threw, and she got very ***** on Jello-Shots. It was night, and she was a little ways away from me in their back yard, and actually opened her top enough to flash her tits, while some of her coworkers tried to sit between me &her to block me from seeing. I pretended to be *****er than I really was, but I was sitting in a lawn chair with a hard-on going down my pants leg.

A little while later she came over and sat on my lap. Maybe it looked like she was feeling a little contrite, but she whispered in my ear that one guy squeezed her tits. Her hand just kind of naturally (I hope discreetly) wrapped around my cock through my pants, and I came as she scratched with her fingernails! I know she knew, she felt it. She giggled, and whispered that I was a horny little boy.

I don't know if and who knew, but I made it into their downstairs bathroom pretty quick, and sort of cleaned up. It was dark enough out that wet jeans probably didn't show much; at any rate I wasn't a general laughingstock that I noticed. But I think she did tell at least one girlfriend.
Old Enough to know better...but I don't!