SissyGasm

[Astroman72]

This sissy has her gasms down...both intensity and volume are off the charts! Would love to help clean her up.

http://www.ashemaletube.com/videos/211094/trap-does-hands-free-cum/

Wow, she's pretty close to my perfect fantasy partner. Such a nice figure, fantastic cock and balls, and so much cum.

 

[Iwantitnowpleas]

*****

 

[bimori]

Last night I put on my sexy blue lacy skater dress and started watching my favorite sissy hypno video. My 6" cock was rock hard almost immediately so I put on a condom as I didn't want to make a mess.

Lying on my side watching the video I lubed my fingers and started stretching my boi pussy my hips began moving in a rhythm as my mind became immersed in the video. Satisfied that I was ready I lubed my big black dildo really well and began teasing my hole. I love the anticipation as I slowly work just the tip around the entrance in a circular manner using it to open me more and more.

Finally while a sissy is being mounted in the video I push that cock past my ring and slide it halfway inside before beginning a motion that matches the fucking on the screen.

Now I move into a kneeling position and slowly side that jelly monster all the way in. My hips grinding the ballsack against my bridge of sighs as I moan in ecstasy. It's been too long and I already feel the cum churning out from deep inside. I can't stop the feeling is too wonderful and I'm cumming..

Now I'm sliding up and down on the pole and each time the head passes the spot another spurt of cum erupts into the condom the tip expanding as it fills with my sissy cum.

I lie down on my side and let the cock slide slowly out as my breathing and heart slow. I had the whole evening to play damnit but I love the empty feeling of my balls and my ass.

I sure hope that you finished by sucking ever last drop out of the codom that you saved your load in . Like a true sissy.

 

[newhere2learn]

Last night I put on my sexy blue lacy skater dress and started watching my favorite sissy hypno video. My 6" cock was rock hard almost immediately so I put on a condom as I didn't want to make a mess.

Lying on my side watching the video I lubed my fingers and started stretching my boi pussy my hips began moving in a rhythm as my mind became immersed in the video. Satisfied that I was ready I lubed my big black dildo really well and began teasing my hole. I love the anticipation as I slowly work just the tip around the entrance in a circular manner using it to open me more and more.

Finally while a sissy is being mounted in the video I push that cock past my ring and slide it halfway inside before beginning a motion that matches the fucking on the screen.

Now I move into a kneeling position and slowly side that jelly monster all the way in. My hips grinding the ballsack against my bridge of sighs as I moan in ecstasy. It's been too long and I already feel the cum churning out from deep inside. I can't stop the feeling is too wonderful and I'm cumming..

Now I'm sliding up and down on the pole and each time the head passes the spot another spurt of cum erupts into the condom the tip expanding as it fills with my sissy cum.

I lie down on my side and let the cock slide slowly out as my breathing and heart slow. I had the whole evening to play damnit but I love the empty feeling of my balls and my ass.

Sounds delicious, after one, can you not keep riding for more?

 

[bicuriousnc]

Sooooo

Are hands free induced better than "boyclit" induded?

It sounds like i need to test that out.... a lot!?!?

 

[newhere2learn]

Are hands free induced better than "boyclit" induded?

It sounds like i need to test that out.... a lot!?!?

They're different. Do some research, set aside some alone time, try them all.


For me, sissygasm are ten times more intense, but take a lot of prep, relaxation and commitment. But, unlike a clit cum, once I've sissygasm'd I'm exhausted... But horny for more in seconds.

1-2 minutes after sissygasm I'm going for another, it'll take more time, but be more intense.

The cycle continues.

4-7 times. Then, I'll be a sticky mess, exhausted, tender, but still rampantly horny.

It'll take stroking and encouragement, but I'll get hard.

Stroking will then make me cum, in a short but intense O. My cum will be clear, thin, and the orgasm will fade in seconds.

If I combine the stroking with riding something for a final sissygasm, it's much better. Rope after rope of thick cum. Partial sissygasm.

I'll end up collapsed, spent, sore, exhausted.





My final sissygasm last time was incredible. It was #5 or 6. On my back, legs up, pounding my ass.

It lasted forever, as I kept contracting. But after the usual soft gushing flirty, something weird happened... I started spraying clear sticky pee. As if stood at a urinal. Soaked me, the floor.


That sissygasm was AMAZING. I could barely breathe, let alone move.

 

[rbtwill]

Yes, Yes!

Done it.

Most intense orgasms ever!

 

[bimori]

She is so beautiful! Such a pretty cock and yummy cum... great video

I have had many hands free cum with a toy sliding in an out of my ass rubbing my prostrate. The orgasm is so intense that I some times just collapse on the toy with my legged shaking so intense. It just makes you so horney for the next time.

 

[Vitriolhack]

I have had many hands free cum with a toy sliding in an out of my ass rubbing my prostrate. The orgasm is so intense that I some times just collapse on the toy with my legged shaking so intense. It just makes you so horney for the next time.

Really? I have had some liquid and precome, it the full out of the world orgasm, like it is described by others has proven elusive. It sounds like so much fun though I am horny just thinking about it.

 

[bimori]

Really? I have had some liquid and precome, it the full out of the world orgasm, like it is described by others has proven elusive. It sounds like so much fun though I am horny just thinking about it.

It did not happen for me the first time. It took many times before I could relax and get the toy in just the right spot. You may have to try a few positions. Of course I had other fetishes that I also worked on like selfsucking with a toy in my ass and finishing my load in my mouth. Mmmmm thoughs were the days.

 

[JessC]

I posted a story about my first multiple sissygasm

Quite a while back I posted a story about my first time having multiple sissygasms.

Here's the link:

https://www.literotica.com/s/first-multiple-sissygasm-today

 

[MaineWood]

Very nice, thanks for posting.

 

[OldFred65]

My bf cums pretty much every time I fuck his ass,. As he cums I can feel his ass spasm round my cock. I can finger his ass while pointing his cock at my mouth and receive a load.

Lucky BF!

 

[liv2srv]

'locked up'gasm

Are hands free induced better than "boyclit" induded?

From early on, I would finger/toy myself to a hands free orgasm. My cock would be absolutely rigid while ejaculating. In those days, I knew I was submissive, but had no idea it went further than that. I rationalized that what I was doing when I achieved hand's free orgasms was simply taking advantage of the male g-spot and no more.

Years later (in my 30s), I began seeing a pro-domme. She was impressed with not just my ability to cum from anal stimulation, but also how hard I would get and how deeply submissive I was during the activity. At this point, I still considered myself very much straight, just incredibly submissive. Again, the fact that I liked to cum from getting fucked, I still just put down to being kinky, and having a sensitive p-spot.

Eventually, she would add the standard verbal humiliation that so many of us know and love when getting used. Already able to have quite strong prostate orgasms, I found my level of arousal/orgasm intensity would go through the roof during these sessions when she would call me a 'faggot', a 'sissy', a 'slut', a 'whore' etc. You know, the usual. Over months and several sessions, she would gradually introduce the idea that I probably needed real cock. Still, maybe in denial, I would deny I was anything other than just a very submissive straight male.

In response to that, she gradually began to introduce chastity to our play. It took quite some time, but eventually I would stay caged for roughly a month between our sessions. And when I would finally see her, she would peg me while caged.

The change was dramatic. And, boy, looking back, she really knew what she was doing.

As I say, up to this point, I never really considered myself anything other than straight. I just figured I really got off on humiliation and had an over-active p-spot. But, she knew different.

By locking up my clitty, as she referred to it now, my already high rate of arousal went through the roof, and even more so during anal penetration. But not only that, without a strong erection, I found I wasn't able to have the fully contractual orgasm as I did when my clit was uncaged. I could still cum, but without the strong contractions. My ejaculations no longer 'shot' out. They more 'oozed' as my prostate would be getting stimulated.

This was a turning point for me.

By restricting my penile stimulation, I found two things happening. First, without the intense, full-on, ejaculatory (male, as my Mistress called it) orgasm, I found I never really entered a refractory period like I would when my cock was free to be hard. As such, my level of arousal never left me. Secondly, the frustration (both physical and mental) I would feel by not being able to achieve this typical 'masculine' release would drive me crazy, spurring me to ever increasing levels of slutty arousal as I would attempt, in vain, to achieve a more conventional orgasm.

As such, whether Mistress was fucking me, or if I was fucking myself, I found that rather than reaching the more conventionally masculine 'end point' orgasm, I began indulging in these intensely long sessions of stimulation where I would find myself in an almost perpetual state of intense arousal that always seemed to peak just under the point of a full-on ejaculation. I could float along for sometimes hours in a state of almost zombi-fied arousal as I would try, unsuccessfully, to achieve a full orgasm. The level of sluttiness I feel in this state is almost indescribable.

Eventually, Mistress explained to me that I was now successfully experiencing a true 'sissy-gasm'. The point of which wasn't just to orgasm from anal play, but, rather, to limit arousal just up until the point of a full-on 'male' orgasm. In doing this, I would never be satisfied, always needing more, and also would never tip over past the point of no return. This would restrict my level of arousal to the point where I would perpetually be in that narrow window of slutty arousal. And yet, I would be so turned on, I wouldn't be able to help myself. This would lead to a constant state of need and arousal.

It has now been over a year and a half since I've been able to have a full penile orgasm. And I love it. The constant state of arousal leaves me feeling overwhelmingly slutty all the time. Mistress says this is the way it is supposed to be for a slutty submissive like me.

When she first met me, she knew I possessed the physical ability to cum from penetration. But, as she has explained to me, she felt my mental discipline was lacking - even though I could cum through anal penetration, I was really still having a fairly 'male' orgasm. What was lacking was a near constant level of arousal/denial that added an excruciating mental aspect to how I see myself sexually. I now feel I "cum" more like a woman. My physical arousal can be undening and without a definable endpoint. But mentally, I'm eternally seeking that. As such I now live in world of perpetual arousal/sluttiness as I try to fulfil my desires.

It's excruciating.

It's amazing.

It's what I think I was always meant for - getting fucked like a slutty woman. Taking my 'clitty' out of the equation really changed everything for me...

 

[cubbyfire04]

I love watching sissygasms, but such a waste of cum

And I love having them. Pro tip: place a hand (or receptacle of sorts) underneath. Now you have an endless supply of extra lube for him to keep pumping (or a delicious treat for yourself).

 

[bi_cpl_with_crossdresser]

I can still remember my first vividly. I was using an old strap-on that my wife had used on me twice and then kind of lost interest in. It was not high quality but it was useable for the purposes I wanted.

I started the night with a small butt plug and lots of lube to get myself warmed up while watching some porn (most likely trans) and slowly worked in the lube with my fingers before moving onto the plug.

 

[Vitriolhack]

'locked up'gasm



From early on, I would finger/toy myself to a hands free orgasm. My cock would be absolutely rigid while ejaculating. In those days, I knew I was submissive, but had no idea it went further than that. I rationalized that what I was doing when I achieved hand's free orgasms was simply taking advantage of the male g-spot and no more.

Years later (in my 30s), I began seeing a pro-domme. She was impressed with not just my ability to cum from anal stimulation, but also how hard I would get and how deeply submissive I was during the activity. At this point, I still considered myself very much straight, just incredibly submissive. Again, the fact that I liked to cum from getting fucked, I still just put down to being kinky, and having a sensitive p-spot.

Eventually, she would add the standard verbal humiliation that so many of us know and love when getting used. Already able to have quite strong prostate orgasms, I found my level of arousal/orgasm intensity would go through the roof during these sessions when she would call me a 'faggot', a 'sissy', a 'slut', a 'whore' etc. You know, the usual. Over months and several sessions, she would gradually introduce the idea that I probably needed real cock. Still, maybe in denial, I would deny I was anything other than just a very submissive straight male.

In response to that, she gradually began to introduce chastity to our play. It took quite some time, but eventually I would stay caged for roughly a month between our sessions. And when I would finally see her, she would peg me while caged.

The change was dramatic. And, boy, looking back, she really knew what she was doing.

As I say, up to this point, I never really considered myself anything other than straight. I just figured I really got off on humiliation and had an over-active p-spot. But, she knew different.

By locking up my clitty, as she referred to it now, my already high rate of arousal went through the roof, and even more so during anal penetration. But not only that, without a strong erection, I found I wasn't able to have the fully contractual orgasm as I did when my clit was uncaged. I could still cum, but without the strong contractions. My ejaculations no longer 'shot' out. They more 'oozed' as my prostate would be getting stimulated.

This was a turning point for me.

By restricting my penile stimulation, I found two things happening. First, without the intense, full-on, ejaculatory (male, as my Mistress called it) orgasm, I found I never really entered a refractory period like I would when my cock was free to be hard. As such, my level of arousal never left me. Secondly, the frustration (both physical and mental) I would feel by not being able to achieve this typical 'masculine' release would drive me crazy, spurring me to ever increasing levels of slutty arousal as I would attempt, in vain, to achieve a more conventional orgasm.

As such, whether Mistress was fucking me, or if I was fucking myself, I found that rather than reaching the more conventionally masculine 'end point' orgasm, I began indulging in these intensely long sessions of stimulation where I would find myself in an almost perpetual state of intense arousal that always seemed to peak just under the point of a full-on ejaculation. I could float along for sometimes hours in a state of almost zombi-fied arousal as I would try, unsuccessfully, to achieve a full orgasm. The level of sluttiness I feel in this state is almost indescribable.

Eventually, Mistress explained to me that I was now successfully experiencing a true 'sissy-gasm'. The point of which wasn't just to orgasm from anal play, but, rather, to limit arousal just up until the point of a full-on 'male' orgasm. In doing this, I would never be satisfied, always needing more, and also would never tip over past the point of no return. This would restrict my level of arousal to the point where I would perpetually be in that narrow window of slutty arousal. And yet, I would be so turned on, I wouldn't be able to help myself. This would lead to a constant state of need and arousal.

It has now been over a year and a half since I've been able to have a full penile orgasm. And I love it. The constant state of arousal leaves me feeling overwhelmingly slutty all the time. Mistress says this is the way it is supposed to be for a slutty submissive like me.

When she first met me, she knew I possessed the physical ability to cum from penetration. But, as she has explained to me, she felt my mental discipline was lacking - even though I could cum through anal penetration, I was really still having a fairly 'male' orgasm. What was lacking was a near constant level of arousal/denial that added an excruciating mental aspect to how I see myself sexually. I now feel I "cum" more like a woman. My physical arousal can be undening and without a definable endpoint. But mentally, I'm eternally seeking that. As such I now live in world of perpetual arousal/sluttiness as I try to fulfil my desires.

It's excruciating.

It's amazing.

It's what I think I was always meant for - getting fucked like a slutty woman. Taking my 'clitty' out of the equation really changed everything for me...

The way you describe the Anal orgasms is exciting.

Being able keep a long level of arousal without refraction period, is highly interesting to me. Even women experiment a refraction period, granted, it is usually a lot shorter than men’s. To keep a long lasting state of sexual tension must be extraordinary, dare I say I am a little jealous of your super power!

 

[liv2srv]

The way you describe the Anal orgasms is exciting.

Being able keep a long level of arousal without refraction period, is highly interesting to me. Even women experiment a refraction period, granted, it is usually a lot shorter than men’s. To keep a long lasting state of sexual tension must be extraordinary, dare I say I am a little jealous of your super power!

No super power at all. Having had even more time to reflect on this, I think it's simply getting your head in the right place and playing the mental game. It took a long while for my Mistress to break me of my more 'male' habits. And by this, I don't mean the act of stroking my dick indiscriminately. I mean the rather 'male' tendency we have to view sex as a finite act that ends with a conventional 'male' orgasm. Once I began to truly see myself as someone that could ONLY receive pleasure from penetration, it put my head, and my view of myself in a whole other universe. And that, more than anything, is what allows me to derive the amount of pleasure I do from penetration only.

 

[tristantrotsky]

This would be Sissys Heaven

http://33.media.tumblr.com/2b426cac14d8724a88e831fe5a64f0dc/tumblr_mw62hg1wMD1s56zoso2_r1_400.gif

Kisses
Bobbi

Yes... but lose the condom, bareback is the only way to be fucked

 

[2tallpaul]

'locked up'gasm



From early on, I would finger/toy myself to a hands free orgasm. My cock would be absolutely rigid while ejaculating. In those days, I knew I was submissive, but had no idea it went further than that. I rationalized that what I was doing when I achieved hand's free orgasms was simply taking advantage of the male g-spot and no more.

Years later (in my 30s), I began seeing a pro-domme. She was impressed with not just my ability to cum from anal stimulation, but also how hard I would get and how deeply submissive I was during the activity. At this point, I still considered myself very much straight, just incredibly submissive. Again, the fact that I liked to cum from getting fucked, I still just put down to being kinky, and having a sensitive p-spot.

Eventually, she would add the standard verbal humiliation that so many of us know and love when getting used. Already able to have quite strong prostate orgasms, I found my level of arousal/orgasm intensity would go through the roof during these sessions when she would call me a 'faggot', a 'sissy', a 'slut', a 'whore' etc. You know, the usual. Over months and several sessions, she would gradually introduce the idea that I probably needed real cock. Still, maybe in denial, I would deny I was anything other than just a very submissive straight male.

In response to that, she gradually began to introduce chastity to our play. It took quite some time, but eventually I would stay caged for roughly a month between our sessions. And when I would finally see her, she would peg me while caged.

The change was dramatic. And, boy, looking back, she really knew what she was doing.

As I say, up to this point, I never really considered myself anything other than straight. I just figured I really got off on humiliation and had an over-active p-spot. But, she knew different.

By locking up my clitty, as she referred to it now, my already high rate of arousal went through the roof, and even more so during anal penetration. But not only that, without a strong erection, I found I wasn't able to have the fully contractual orgasm as I did when my clit was uncaged. I could still cum, but without the strong contractions. My ejaculations no longer 'shot' out. They more 'oozed' as my prostate would be getting stimulated.

This was a turning point for me.

By restricting my penile stimulation, I found two things happening. First, without the intense, full-on, ejaculatory (male, as my Mistress called it) orgasm, I found I never really entered a refractory period like I would when my cock was free to be hard. As such, my level of arousal never left me. Secondly, the frustration (both physical and mental) I would feel by not being able to achieve this typical 'masculine' release would drive me crazy, spurring me to ever increasing levels of slutty arousal as I would attempt, in vain, to achieve a more conventional orgasm.

As such, whether Mistress was fucking me, or if I was fucking myself, I found that rather than reaching the more conventionally masculine 'end point' orgasm, I began indulging in these intensely long sessions of stimulation where I would find myself in an almost perpetual state of intense arousal that always seemed to peak just under the point of a full-on ejaculation. I could float along for sometimes hours in a state of almost zombi-fied arousal as I would try, unsuccessfully, to achieve a full orgasm. The level of sluttiness I feel in this state is almost indescribable.

Eventually, Mistress explained to me that I was now successfully experiencing a true 'sissy-gasm'. The point of which wasn't just to orgasm from anal play, but, rather, to limit arousal just up until the point of a full-on 'male' orgasm. In doing this, I would never be satisfied, always needing more, and also would never tip over past the point of no return. This would restrict my level of arousal to the point where I would perpetually be in that narrow window of slutty arousal. And yet, I would be so turned on, I wouldn't be able to help myself. This would lead to a constant state of need and arousal.

It has now been over a year and a half since I've been able to have a full penile orgasm. And I love it. The constant state of arousal leaves me feeling overwhelmingly slutty all the time. Mistress says this is the way it is supposed to be for a slutty submissive like me.

When she first met me, she knew I possessed the physical ability to cum from penetration. But, as she has explained to me, she felt my mental discipline was lacking - even though I could cum through anal penetration, I was really still having a fairly 'male' orgasm. What was lacking was a near constant level of arousal/denial that added an excruciating mental aspect to how I see myself sexually. I now feel I "cum" more like a woman. My physical arousal can be undening and without a definable endpoint. But mentally, I'm eternally seeking that. As such I now live in world of perpetual arousal/sluttiness as I try to fulfil my desires.

It's excruciating.

It's amazing.

It's what I think I was always meant for - getting fucked like a slutty woman. Taking my 'clitty' out of the equation really changed everything for me...

We played with chastity with the same results. After two months I reacted the same way not caged and this literally turned me into a slutty submissive. Sissygasms compared to a male orgasm is so much stronger and longer lasting. She got me to admit that I wasn't straight and our sex life is incredible.

 

[liv2srv]

She got me to admit that I wasn't straight and our sex life is incredible.

Yes. This.
The idea that I can only become aroused while being fucked like a woman now. SO humiliating. Yet, at the same time, SO arousing to be made to give in to what I really am. The chastity helped/forced me to accept this. And it's bliss now.

 

[sarod]

Hands-Free SissyGasm

I cum hands-free every time I suck cock. I've got a mature married Boyfriend who looks after me, he comes around and it's my pleasure and privilege to suck him off and swallow his cum. In fact, he usually texts ahead to let me know that he's got some free time to spend with me, and I'm hard even before he arrives here, merely in anticipation of doing sex with him… When I'm gratefully sucking him off I don't really need to jack-off, just the sheer ecstasy of having his big beautiful cock in my mouth gets me so hard its on the edge, and when I'm there naked with his cock pulsing and throbbing at the back of my throat, I usually cum-off spontaneously, it gets me spurting-off up my stomach, even before he blows his load down my greedy throat. Anyway, my arousal is just an enjoyable sideshow to the main event, which is his orgasm, and a mutual joy to us both… this is true. But then again, I'm a dirty slut when the mood takes me, and the mood takes me fairly frequently...

You seem like an amazing boytoy! I could cum just by watching this event!

 

[4yourpleasureiam]

I need to be under a man's control right now and always. The freedom of making decisions and being his is freedom

 

[Vitriolhack]

No super power at all. Having had even more time to reflect on this, I think it's simply getting your head in the right place and playing the mental game. It took a long while for my Mistress to break me of my more 'male' habits. And by this, I don't mean the act of stroking my dick indiscriminately. I mean the rather 'male' tendency we have to view sex as a finite act that ends with a conventional 'male' orgasm. Once I began to truly see myself as someone that could ONLY receive pleasure from penetration, it put my head, and my view of myself in a whole other universe. And that, more than anything, is what allows me to derive the amount of pleasure I do from penetration only.

I don’t know about the other universe, but I agree that the brain is the biggest sexual organ! Enjoy your bountiful orgasms!

 

[darkheels]

Yes. This.
The idea that I can only become aroused while being fucked like a woman now. SO humiliating. Yet, at the same time, SO arousing to be made to give in to what I really am. The chastity helped/forced me to accept this. And it's bliss now.

This is what I want