Have you ever seen one of these videos where a cute-as-can-be sissy is sitting back on her calves, riding a dildo for all it’s worth when all of a sudden her limp—and maybe even caged—clitty starts to leak a little cum while she has one of those earth-shattering sissygasms? Her spasms after she throws up seem to go through her whole body.
I don’t know about you, but when I see her achieve something I’ve always thought was a very unlikely, if not impossible, goal, I get very jealous. I’m about to stop having these annoying fantasies about getting that elusive sissygasm, and I hope it will happen soon. I’ve made up my mind that I’m ready for one!
What Does It Mean to Have a Sissygasm?
Before we go any further down this path of orgasms that are more feminine, let’s talk about what a sissygasm is. Over the past year or so, I’ve mostly stopped masturbating like a man and started cumming more like a woman.
My limp clit is tightly tucked down into the open-ended liner of my pants, which is where it is 98% of the time anyway. I rub (or ‘nub’) the tip of my clit that is inside my pants with one carefully manicured finger.
Even though this is a much more sensual way to cum than just jacking it, it’s not a sissygasm (at least not in the way we’re using the term here).
Most people would say that a true sissygasm is an orgasm that can be done without using your hands (also called HFO). The tricky part is that a sissy can get an HFO in different ways. Nibble play only goes one way. The prostate gland doesn’t have to be involved in anal or perineal stimulation.
I’m sure there are different ways to experience a hand-free orgasm by using the sexual power of your kinky little mind. Many GGs have said that having their toes sucked on was all it took to give them the much-desired whole-body orgasm. There’s no reason why a wimp like you couldn’t have that happen.
For this article, though, let’s focus on the most common type of sissygasm or cum from anal: one that is caused by anal (sissy pussy) penetration only, usually by stimulating the prostate gland/P-spot with a finger, prostate massager, dildo, or maybe even a real, live cock.
Many, if not most, sissies say that it’s not easy to get a sissygasm, and… I can say for sure that’s true. Still, we sissies have more than enough video proof that it can be done with practise.
The general opinion of sissies and others who have these kinds of sissygasms often is that once you have mastered getting off this way, the usual “manly” ways of getting off are immediately put in the “highly inferior” category.
Find your erogenous zone :
To get a sissygasm, you have to mentally move your erogenous zone from the bottom of your sissy clitty, across your perineum, and into your sissy pussy. Stop thinking of your sissy clitty, which is small and hopefully getting smaller, as your main or even secondary sexual organ.
Are you a guy or a girly girl? Sissies don’t jerk their clutches, so you need to face the truth about who you are. If you keep thinking and acting like a man, you’ll never be able to cum like a girl. I know that this big change from male to female sexual conditioning isn’t for every sissy. It wasn’t for me until I was further along in the process of becoming a sissy.
You don’t have to stop jacking off and fucking girls if you don’t want to. All it means is that you are not yet ready to fully embrace your femininity and learn how to act like a lady.
Once you start to think of your pussified ass as your main sex area, it’s time to do something physical to back up and enhance that feeling. That means sticking your favourite toy up your sissy pussy and not touching your sissy clitty, which should be limp and in a cage.
A psychological block for sissygasm
To get a sissygasm, you just have to chill out and let things happen. Let’s be honest: most men who were born male have spent most of their lives thinking that their asses are anything but a sexually exciting place.
Men and women have been conditioned by society to think of their poop-chutes as just that: a dirty, disgusting hole that nothing, not even a thermometer, should ever be able to get into. Obviously, that story needs to change in order for your sexuality to be fully expressed.
In reality, no one has the right to tell us what we should or shouldn’t do with any hole on our bodies. Yes, it can hurt a little (or a lot) the first time someone puts something in your sissy pussy.
The beauty of the human body is how well it can adapt to different situations. To have an anal orgasm, you have to change the way you think so that your private parts become a source of erotic pleasure. And it can become that with time and the right training.
Setting the stage for a sissygasm
Since we both know that the brain is the most powerful sexual organ, it makes sense that a sissygasm should start in your pretty little head. When you try to force an orgasm by hitting your P-spot with a dildo, it doesn’t work very often. The best way to get things going is with a hot scene.
I like putting on a full face of makeup, a bra, tights, nylons, and heels. I have a cage for my cat. Then, I start to picture in my mind my favourite erotic fantasy. You might want to watch a video instead. I don’t put the Hush 2 in my pussy until I’m physically, mentally, and sexually ready for it.
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Most of the time, it takes a genetic girl a while to get warmed up, and then even longer to orgasm. The same goes for us, wimps. Enjoy the pleasure you’re giving your sissy pussy without thinking you have to cum. Let your sexual thoughts go crazy and see what happens.
Sissygasms can be hard to reach, especially when you’re wearing heels. It might take a while for the first one. No matter how long it takes, my admittedly naive advice would be to just chill out, enjoy the process, and fully accept it. That’s how I’ve decided to go about my quest for sissygasm.
How to Get a Sissygasm: The Three P’s
Three Ps for Sissygasm
- Practice
- Patience
- P-spot
Not often does someone get a sissygasm on the first try. It takes a lot of practice for most sissies and even real men. The first “P” stands for practise. Sissygasms should be treated the same way you would treat any other skill you want to learn. To get good at having them, you’ll need to work at it for a while and do it regularly.
As I alluded to in the last section, you will also need to be patient. Stop being a man who only wants to get sexual relief as quickly as possible. This is a narrow, unfulfilling way to think. If you’re a sissy, you want to enjoy slow, pleasurable, erotic thrills. Don’t try to make your sissygasm happen. Instead, let it happen on its own.
The P-spot you want to stimulate is the third “P” you need to get a sissygasm. If you put your finger a few inches into your pussy, you will feel a small, oval-shaped ball near the front (anterior) of the body. Your prostate gland is there. The P-spot of each sissy will be in a slightly different spot. You will eventually find that seriously important spot if you keep practising.
What you use to stimulate your P-spot is very much up to you. It could be a prostate massager, of which there are many kinds or a regular dildo. Some sissies are lucky when they only use one finger. If you like men, you might find a boyfriend who can hit your P-spot with a perfectly timed move.
Most sissies who have sissygasms regularly agree that after the first one, it’s much easier to get the second one. That’s really good to hear!
Chastity and Sissygasm: A Powerful Pair
If you’re the kind of person who can’t wait for anything, staying chaste for a long time can speed up the sissygasm process.
How long that “extended” period is will depend on how old you are. One week may seem like an eternity if you’re younger. I’m an older sissy, and I also listen to a lot of limp clitty training hypno, so a month won’t even make me blink.
Sissies will be the first to tell you that staying chaste for a long time, preferably with the help of a chastity device, can create an undercurrent of unfulfilled desire that can be very erotic on its own.
Some people would say that this is the best situation and that any sissy worth her lingerie should always be trying to get there.
And when that rare, mind-blowing sissygasm finally happens, I’m pretty sure all the waiting will have been worth it… on top of that!
Conclusion
I’ve spent years learning how to cum like a man, so I can say from experience that rewiring your brain and retraining your body to orgasm in a more feminine way can be hard.
I’ve come to three conclusions about sissygasms…
If you want one, you have to be fully committed and determined.
Even though it sounds good in theory, staying completely chaste until it happens doesn’t always work out so well.
It might be a good idea to find a “bridge” type of orgasm, something between nudging your clit in your pants and a full-on real sissygasm.
In the first part of this article, I talk a lot about practice. That means a huge amount of consistent and hard work!
For me, staying completely chaste for a long time (more than a month) turns up the “sissy-sex barometer” to a point where it’s hard to think about anything but becoming a sissy.
Finding yourself sexually aroused all the time sounds nice (and it is), but it can make it hard to focus on the important parts of your life that don’t involve sex.
I was in that situation not too long ago. After three weeks of being chaste, I was too horny to think. I didn’t want to completely ruin the “sissy erotic zone” I was in by having an orgasm, but I did want to take some of the edges off. How then?
When I was getting ready to do yoga at home one day, I got naked and laid on my yoga mat in the plow position, with my legs stretched out over my head. I wanted to see how close I could get my sissy clit to my mouth just for fun.
I was so horny that I couldn’t resist the urge to reach up and lightly diddle the very tip of my clitty between my thumb and forefinger. Part of the reason it felt so good was because my nails were long and painted that day. Even a light flick of my fingernail on the very tip of my clitty was too much.
I felt a contraction that was kind of like an orgasm, and after about 5 seconds, some semen started to drip out of my scrotum and into my mouth. The scene was like the one above, except there wasn’t a steady flow of people and I’m not blonde.
This happened five or six more times in a row over the next 30 to 40 seconds. It felt like a long version of a broken orgasm, but in a strange way, it was satisfying in its own way.
After that, the sexual edge had gone down a bit, but I hadn’t lost all of my “sissy mojos,” just a small part of it. This lets me focus on other important things in my life.
What’s interesting is that after this long orgasmic experience, I did NOT feel like I had just cummed like a man in any way, shape, or form. It had a deliciously girly feel to it.
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Have I accidentally found a missing psychological link between a sissy and a sissygasm that will help me get that elusive sissygasm? It’s way too soon to say… I’ll let you know, though.
I love the article, thank you so much for publishing it, its exciting to discover my sissy side 🙂
i would’ve loved to catch that girl’s jizz in my mouth. how lovely is she?