u/sissybetajacq

Years ago since my ex-gf cheated on me on a real man (I was a mtf trans then btw), I developed a cuckolding fetish. I would fantasize about my ex fucking her new bf while laughing at me.

Ever since then I been single, no alpha male to fuck my ex. Instead I been bringing along my female friends when meeting my Dom for drinks, and secretly fantasize about my Dom fucking my girl friends while I watch.

This time, it really happened. One of my girl friend really clicked with my Dom and they exchanged snap and all. Just over the weekend, he brought my friend over to his place to hang. While they were drinking, I could see them really getting physically comfortable with each other, and soon after a few drinks they started making out.

Later, he pulled out his dick and asked her to stroke it. I think something kicked in in me. My did scroll past her Instagram when I was horny and jerked off to her photos before. I started to feel envious, jealousy and sad at the same time. I watched in envy how big my Dom’s dick was, how he could get a girl so hot like my friend to kiss him and stroke his dick, while I have been a pathetic caged pussy-free sissy who hasn’t even seen a pussy in years. My Dom turned to me and asked me “So shall I fuck [name of my friend]?” And laughed at me. My friend said she felt weird having me watch, and my Dom reassured her that I haven’t even seen a pussy and he wasn’t going to let that happen. He instructed me to kneel in the bathroom while they fucked.

I looked at my Dom I think it was a combination of horniness, and sadness and I think my eyes lowkey watered. I begged to watch but of course my Dom had nothing of it :(

I was in the bathroom for probably a good hour, I heard them fuck, stop and watched tv and fucked again. By the time my Dom permitted to come out, he told me my friend was staying over and told me to go home.

As a horny teenager, my first access to porn was lingerie models and that gave me an early fascination with lace and lingerie.

At the same time in my high school, there was this hot asian girl that I had the hots for. She had the best legs and boobs and I could not get enough of her. I would try to walk behind her when she was climbing the stairs on days she was wearing skirts or sit opposite her during lunch so that I could peep up her skirt when she was climbing up the stairs and crossing/uncrossing her legs. I fantasized and jerked off so much about that.

So the idea of panties became something unattainable to me, to either buy them to wear or to peep up my high school’s crush upskirt.

I eventually finally got a girlfriend in college and I was excited to finally lose the V card. The first few times of sexual intimacy didn't go well, I finished too fast and she was disappointed. On the next few occasions, when I initiated sex she would just give me a pity handjob and told me not to complain. She wasn't even interested in letting me eat her, nor strip for me. That made me frustrated and I started to sniff her panties and jerk off when she left, because it felt like the closest I could get to her pussy.

Panties became the closest I could get to females. And I started confessing to my female friends and asking them to help me buy panties from lingerie shops and I started wearing panties because I loved satin and lace on me. I later moved on to bras, dresses and the full suite of crossdressing, and started to hook up with guys because was easier compared to hooking up with girls.

I met my current Dom/Master two years back and he has kept me locked up and pussy-free. He calls it ‘putting me in the place I was born to be’.

It was been more than 10 years since I actually fucked a girl. My Master also doesn't even let me see girls in the nude/lingerie. When he has his fuck buddies over, he would tempt me by making me face the wall while they fuck. The closest I have ever gotten to a pussy nowadays is when he lets me smell his fuck buddies's panties and even that is an occassion treat when he is pleased with my performance.

When I was a younger sissy, I had issues with PNC. If came accidentally during play I would have the tendency to safeword and end the session regardless if my play partner/Dom was done with it. I would also end up wanting to change out and leave immediately. I also had a history of ghosting them after lol.

My ex-Dom was quite annoyed because I couldn’t control my orgasms (I had premature ejeculation) leading to him not getting any satisfaction/wasting his time when I ended play early. He told me he had a PNC regime for me, but i won’t have access to safe words, although he would abide by the pre-defined limits for the session.

So he strapped me down securely to a bench in front of a mirror. He edged me for a bit with a hitachi wand with a hummingbird attachment before letting my enjoy a huge orgasm. Once the PNC kicked he started fucking me hard. He would remove my wig and made me look at myself in the mirror as a guy and laugh at me for being a pathetic male. (A limit I had was I only wanted to be fucked when I crossdress and not as a guy, because I found that gay) other things he did was to put photos of my ex-gf on a slideshow on his laptop and made me watch while he fucked me. On the first time we did this I was crying midpoint and begging him that I wanted to stop. The more I cried and struggled he would just laugh and fucked me harder. But as the PNC faded away as a slut that I was, I would start moaning again. Depending on the play, he would usually let me cum a second time, but by the second time the PNC would hit less.

We did this plays 6 or 7 times and it really helped with my PNC lol

When I was a younger sissy, I had issues with PNC. If came accidentally during play I would have the tendency to safeword and end the session regardless if my play partner/Dom was done with it. I would also end up wanting to change out and leave immediately. I also had a history of ghosting them after lol.

My ex-Dom was quite annoyed because I couldn’t control my orgasms (I had premature ejeculation) leading to him not getting any satisfaction/wasting his time when I ended play early. He told me he had a PNC regime for me, but i won’t have access to safe words, although he would abide by the pre-defined limits for the session.

So he strapped me down securely to a bench in front of a mirror. He edged me for a bit with a hitachi wand with a hummingbird attachment before letting my enjoy a huge orgasm. Once the PNC kicked he started fucking me hard. He would remove my wig and made me look at myself in the mirror as a guy and laugh at me for being a pathetic male. (A limit I had was I only wanted to be fucked when I crossdress and not as a guy, because I found that gay) other things he did was to put photos of my ex-gf on a slideshow on his laptop and made me watch while he fucked me. On the first time we did this I was crying midpoint and begging him that I wanted to stop. The more I cried and struggled he would just laugh and fucked me harder. But as the PNC faded away as a slut that I was, I would start moaning again. Depending on the play, he would usually let me cum a second time, but by the second time the PNC would hit less.

We did this plays 6 or 7 times and it really helped with my PNC lol

Two months back my Dom made an agreement with his friend who’s a gay Dom that if his three subs made it through 100 days of chastity I would be offered to them as free use for 60minutes on their unlocking on their 100th day. The arrangement would be I’ll be dressed as a slutty Japanese school girl and they have access to do anything they want to me, for 60 minutes, no safe words. My Dom would be the only judge on what’s over my limit when it happens.

It’s happening next week, and these guys are pent up and haven’t had their release for three months. I’m actually lowkey nervous and scared!

Two months back my Dom made an agreement with his friend who’s a gay Dom that if his three subs made it through 100 days of chastity I would be offered to them as free use for 60minutes on their unlocking on their 100th day. The arrangement would be I’ll be dressed as a slutty Japanese school girl and they have access to do anything they want to me, for 60 minutes, no safe words. My Dom would be the only judge on what’s over my limit when it happens.

It’s happening next week, and these guys are pent up and haven’t had their release for three months. I’m actually lowkey nervous and scared!

Years ago I was dating a girl, and she knew me first as a guy, and during that period I was considering transitioning into a girl. (I transitioned back to a guy/sissy years later, but this a different story) She was asexual and she said it was fine regardless of my gender and how I present on the outside.

Our sex life wasn’t the most exciting, she wanted to be penetrated but I had issues because my dick was kinda limp and I finished too fast, so most of the times she would get me to wear a strap on and to service her orally.

A year into a relationship and after I started being more female presenting, I started to suspect she was cheating. There was once her phone was unlocked and I saw messages she was exchanging with another guy, where she was texting him saying that sex with me was like barely an ‘appetiser’, and he replied he would bring the ‘main course’ and she replied and the second and the third, and he replied saying he would provide a creampie as a dessert.

There was also another night she said she was going drinking with a bunch of college friends and didn’t want me going. I saw she was wearing safety shorts underneath her dress, as she usually does, but when she came back, I noticed she wasn’t wearing safety shorts anymore.

The frequency of sex also decreased noticeably, she would still get me to penetrate her with a strap on but she was less interested in getting me to eat her. When I would ask for a blowjob she would just end up giving me a pity handjob.

I didn’t know how to confront her but she did eventually breakup with me a while after. I was never into cuckolding, but after the breakup I started having fantasies of fantasizing him fucking my ex in front of me with him laughing at me for becoming a limp sissy.

Years ago I was dating a girl, and she knew me first as a guy, and during that period I was considering transitioning into a girl. (I transitioned back to a guy/sissy years later, but this a different story) She was asexual and she said it was fine regardless of my gender and how I present on the outside.

Our sex life wasn’t the most exciting, she wanted to be penetrated but I had issues because my dick was kinda limp and I finished too fast, so most of the times she would get me to wear a strap on and to service her orally.

A year into a relationship and after I started being more female presenting, I started to suspect she was cheating. There was once her phone was unlocked and I saw messages she was exchanging with another guy, where she was texting him saying that sex with me was like barely an ‘appetiser’, and he replied he would bring the ‘main course’ and she replied and the second and the third, and he replied saying he would provide a creampie as a dessert.

There was also another night she said she was going drinking with a bunch of college friends and didn’t want me going. I saw she was wearing safety shorts underneath her dress, as she usually does, but when she came back, I noticed she wasn’t wearing safety shorts anymore.

The frequency of sex also decreased noticeably, she would still get me to penetrate her with a strap on but she was less interested in getting me to eat her. When I would ask for a blowjob she would just end up giving me a pity handjob.

I didn’t know how to confront her but she did eventually breakup with me a while after. I was never into cuckolding, but after the breakup I started having fantasies of fantasizing him fucking my ex in front of me with him laughing at me for becoming a limp sissy.

A while back my Dom recently brought me to an orgy organised by a couple of swingers in the local community.

As a sissy and beta, I been kept on a pussy-free regime by my Dom and to be honest I been desperate to see pussies. My role was to just to serve clean the room and to serve drinks. Before they started, they started drinking and making out. I was kneeling on the floor and I tried peeping up this girl’s skirt whom opposite me. I managed to catch a few glimpses up her skirt. Her partner caught me peeping told my Dom. I got pinned down on the coffee table, my thighs tied together and balls and dick pulled backwards. He then belted my balls for misbehaving. I ended up begging for mercy while everyone laughed at how pathetic I was. The girl lifted up her skirt in front of me to reveal she was actually just wearing skorts. So I got punished for peeping up her skirt and all I saw was just shorts!

Anyway I was then put in the corner facing the wall, unable to see any pussies while they all fucked. I felt so pathetic yet so aroused that night :(

Couple a years ago I was dating my ex-gf as a trans girl (I later detransitioned back to a guy but story for another day). She cheated with me with a guy because he could provide better sex.

I was never into cuckolding, but after the breakup I started having fantasies of fantasizing him fucking my ex in front of me with him laughing at me for becoming a limp sissy.

I have on few occasions brought my female friends to watch my ex-Dom/current Dom play with me so they could watch how pathetic I am, and to introduce them to my Doms in hopes they would hookup and I could get to watch them fuck. Consensually, of course.

Am I cooked?

Origin story:

As a horny teenager, my first access to porn was lingerie models and that gave me an early fascination with lace and lingerie. There were many occasions I wanted to buy them but never had the confidence to, sadly.

There was this hot asian girl in my high school that I had the hots for. She had the best legs and boobs and I could not get enough of her. I would try to walk behind her when she was climbing the stairs on days she was wearing skirts or sitting opposite her during lunch so that I could peep up her skirt when she was climbing up the stairs and crossing/uncrossing her legs. I fantasized and jerked off so much about that.

So the idea of panties became something unattainable to me, to either buy them to wear or to peep up my high school’s crush upskirt.

I eventually finally got a girlfriend in college and I was excited to finally lose the V card. The first few times of sexual intimacy didn't go well, I finished too fast and she was disappointed. On the next few occasions, when I initiated sex she would just give me a pity handjob and told me not to complain. She wasn't even interested in letting me eat her, nor strip for me. That made me frustrated and I started to sniff her panties when she left, because it felt like the closest I could get to her pussy.

Panties became the closest I could get to females. And I started confessing to my female friends and asking them to help me buy panties from lingerie shops and I started wearing panties because I loved satin and lace on me. I later moved on to bras, dresses and the full suite of crossdressing.

As a guy, I wasn’t having any luck dating or hooking up with girls, but I found it easier for me to find guys interested to hookup with me as a crossdresser and I started dressing up more and more. Of course there were periods of time I would want to ‘straighten up’ and try to do normal guy things again and I would purge all my female clothes; but I would eventually relapse into crossdressing again.

Eventually with all the crossdressing I thought I was trans and I started hormones and transitioning.

But a while back my Master made me think that I wasn’t a girl/trans at all, I was just a sissy/crossdresser that fantasizes about dressing up as a girl and getting fucked. I wasn’t a girl inside but still a guy. One example was my panties fetish, I would still beg for my Master to let me sniff his FWB’s panties. I would also only want to be fucked by a guy when I’m dressed in girls clothes only, and not without/in guy form.

So after years of transitioning, I decided to detransition and identify as a sissy/boy now, although I still dress as a girl on a daily basis! I do seeking on the side, and you’d be surprised how many men out there are keen in sissies. I still serve my Master, and he has me locked in chastity on a semi-regular basis and keeps me permanently pussy-deprived. It keeps me perpetually on edge.

As a horny teenager, my first access to porn was lingerie models and that gave me an early fascination with lace and lingerie. There were many occasions I wanted to buy them but never had the confidence to, sadly.

There was this hot asian girl in my high school that I had the hots for. She had the best legs and boobs and I could not get enough of her. I would try to walk behind her when she was climbing the stairs on days she was wearing skirts or sitting opposite her during lunch so that I could peep up her skirt when she was climbing up the stairs and crossing/uncrossing her legs. I fantasized and jerked off so much about that.

So the idea of panties became something unattainable to me, to either buy them to wear or to peep up my high school’s crush upskirt.

I eventually finally got a girlfriend in college and I was excited to finally lose the V card. The first few times of sexual intimacy didn't go well, I finished too fast and she was disappointed. On the next few occasions, when I initiated sex she would just give me a pity handjob and told me not to complain. She wasn't even interested in letting me eat her, nor strip for me. That made me frustrated and I started to sniff her panties when she left, because it felt like the closest I could get to her pussy.

Panties became the closest I could get to females. And I started confessing to my female friends and asking them to help me buy panties from lingerie shops and I started wearing panties because I loved satin and lace on me. I later moved on to bras, dresses and the full suite of crossdressing.

As a guy, I wasn’t having any luck dating or hooking up with girls, but I found it easier for me to find guys interested to hookup with me as a crossdresser and I started dressing up more and more. Of course there were periods of time I would want to ‘straighten up’ and try to do normal guy things again and I would purge all my female clothes; but I would eventually relapse into crossdressing again.

Eventually with all the crossdressing I thought I was trans and I started hormones and transitioning.

But a while back my Master made me think that I wasn’t a girl/trans at all, I was just a sissy/crossdresser that fantasizes about dressing up as a girl and getting fucked. I wasn’t a girl inside but still a guy. One example was my panties fetish, I would still beg for my Master to let me sniff his FWB’s panties. I would also only want to be fucked by a guy when I’m dressed in girls clothes only, and not without/in guy form.

So after years of transitioning, I decided to detransition and identify as a sissy/boy now, although I still dress as a girl on a daily basis! I do seeking on the side, and you’d be surprised how many men out there are keen in sissies. I still serve my Master, and he has me locked in chastity on a semi-regular basis and keeps me permanently pussy-deprived. It keeps me perpetually on edge.

As a horny teenager, my first access to porn was lingerie models and that gave me an early fascination with lace and lingerie. There were many occasions I wanted to buy them but never had the confidence to, sadly.

There was this hot asian girl in my high school that I had the hots for. She had the best legs and boobs and I could not get enough of her. I would try to walk behind her when she was climbing the stairs on days she was wearing skirts or sitting opposite her during lunch so that I could peep up her skirt when she was climbing up the stairs and crossing/uncrossing her legs. I fantasized and jerked off so much about that.

So the idea of panties became something unattainable to me, to either buy them to wear or to peep up my high school’s crush upskirt.

I eventually finally got a girlfriend in college and I was excited to finally lose the V card. The first few times of sexual intimacy didn't go well, I finished too fast and she was disappointed. On the next few occasions, when I initiated sex she would just give me a pity handjob and told me not to complain. She wasn't even interested in letting me eat her, nor strip for me. That made me frustrated and I started to sniff her panties when she left, because it felt like the closest I could get to her pussy.

Panties became the closest I could get to females. And I started confessing to my female friends and asking them to help me buy panties from lingerie shops and I started wearing panties because I loved satin and lace on me. I later moved on to bras, dresses and the full suite of crossdressing.

As a guy, I wasn’t having any luck dating or hooking up with girls, but I found it easier for me to find guys interested to hookup with me as a crossdresser and I started dressing up more and more. Of course there were periods of time I would want to ‘straighten up’ and try to do normal guy things again and I would purge all my female clothes; but I would eventually relapse into crossdressing again.

Eventually with all the crossdressing I thought I was trans and I started hormones and transitioning.

But a while back my Master made me think that I wasn’t a girl/trans at all, I was just a sissy/crossdresser that fantasizes about dressing up as a girl and getting fucked. I wasn’t a girl inside but still a guy. One example was my panties fetish, I would still beg for my Master to let me sniff his FWB’s panties. I would also only want to be fucked by a guy when I’m dressed in girls clothes only, and not without/in guy form.

So after years of transitioning, I decided to detransition and identify as a sissy/boy now, although I still dress as a girl on a daily basis! I do seeking on the side, and you’d be surprised how many men out there are keen in sissies. I still serve my Master, and he has me locked in chastity on a semi-regular basis and keeps me permanently pussy-deprived. It keeps me perpetually on edge.

So this is a follow up post to what happened previously:

https://www.reddit.com/r/cdstoriesgonewild/s/7eOEYE7WKh

Her panties lost its smell after a week or so, even with a ziplock bag.

I asked her again if she would be willing to sell again because I really missed the smell and I been deprived of panties. This time round she increased the price, now it was 600$ as the base, +100$ if I wanted her to gym in it, +200$ for her to play with herself in it, +200$ for live removal like what she did previously, +100$ if I wanted a snap of her in it and +100$ if I wanted to choose designs

I was recently unlocked by my Dom and thought it was the right time to buy panties again. This time round I really wanted her to remove in person, which was an additional 200$.

She brought me to the garage of her apartment and I quite literally knelt in front of her. She was wearing a sundress and she flashed me her pink laced panties and then she lowered her dress back down and removed her panties from underneath. I was really hoping I could see her pussy but she said she wasn’t going to let me see. I couldn’t help it and I was touching my dicklet from underneath my skirt. She saw it and asked if I wanted to stroke myself. I said yes. She said if I wanted to stroke myself off in front of her it would be an additional 200$. I begged to stroke for free. She said she didn’t wanted to see my dicklet at all. I eventually gave in, and I stroked myself while sniffing her panties in front of her. I came literally under 30 seconds from everything. So total cost: 600$ + 200$ + 200$ for everything :(

Sometimes I feel so pathetic that I have to pay for panties where normal guys out there can get pussy for literally free :(

I was recently unlocked by my Dom and thought it was the right time to buy panties again. This time round I really a live removal again, which was an additional 200$.

She brought me to the garage of her apartment and I quite literally knelt in front of her. She was wearing a sundress and she flashed me her pink laced panties and then she lowered her dress back down and removed her panties from underneath. I was really hoping I could see her pussy. I couldn’t help it and I was touching my dick from underneath my skirt. She saw it and asked if I wanted to stroke myself. I said yes. She said if I wanted to stroke myself off in front of her it would be an additional 200$. I begged to stroke for free. She said she didn’t wanted to see it at all. I eventually gave in, and I stroked myself while sniffing her panties in front of her. I came literally under 30 seconds from everything. So total cost: 600$ + 200$ + 200$ for everything :(

Sometimes I feel so pathetic that I have to pay for panties where normal guys out there can get pussy for literally free :(

So a while ago I posted about buying my friend’s panties for 600$, it lost its smell after a week or so, even with a ziplock bag.

I asked her again if she would be willing to sell again because I really missed the smell and I been deprived of panties. This time round she increased the price, now it was 600$ as the base, +100$ if I wanted her to gym in it, +200$ for her to play with herself in it, +200$ for live removal like what she did previously, +100$ if I wanted a snap of her in it and +100$ if I wanted to choose designs

I was whining and asked if she could do the same price and she said her pussy is expensive. I paid her a deposit of 600$ and she said I could tell her what add ons I wanted before I met her again next week.

I feel so pathetic having to pay to sniff panties!

Years ago I was dating a girl, and she knew me first as a guy, and during that period I was considering transitioning into a girl. (I transitioned back to a guy/sissy years later, but this a different story) She was asexual and she said it was fine regardless of my gender and how I present on the outside.

Our sex life was boring, she wanted to be penetrated but I had issues because my dick was kinda limp and I finished too fast, so most of the times she would get me to wear a strap on and to service her orally.

A year into a relationship and after I started being more female presenting, I started to suspect she was cheating. There was once her phone was unlocked and I saw messages she was exchanging with another guy, where she was texting him saying that sex with me was like barely an ‘appetiser’, and he replied he would bring the ‘main course’ and she replied and the second and the third, and he replied saying he would provide a creampie as a dessert.

There was also another night she said she was going drinking with a bunch of college friends and didn’t want me going. I saw she was wearing safety shorts underneath her dress, as she usually does, but when she came back, I noticed she wasn’t wearing safety shorts anymore.

The frequency of sex also decreased noticeably, she would still get me to penetrate her with a strap on but she was less interested in getting me to eat her. When I would ask for a blowjob she would just end up giving me a pity handjob.

I didn’t know how to confront her but she did eventually breakup with me a while after.

Couple of years back my ex-Dom bought me to a swing party. I was basically assigned the role of a fluffer for my ex-Dom and the guys before they started fucking the girls. Although I was happy to suck dick, I was also visibly checking out the naked/lingerie girls as this was one of the rare times I got so close to a girl. I was new to this group of swingers and my ex-Dom wanted to humiliate me.

He called me over and got me to lie down on the floor and told me if I could get my dick erect upright he will allow me to fuck one of the girls. He also explained to the group that I was an impotent trans (I was still identifying as a trans back then) and I couldn't get it up. One of the Asian girls, Xue, from the group jumped in spreading her legs across my legs and positioned right above my dicklette and started taunting me to get it up. I started stroking my dicklette rigorously. She asked my ex-Dom if I could actually get it hard claiming 'I don't to be pregnant to a sissy baby'. All along she was mocking me how wet her pussy was and started to tease me by positioning her pussy so close to my dicklette. 'Come on if you get it hard you get to put it into me' and began fake moaning, while the room sniggered. My ex-Dom would remind that my dicklette had to be standing at full mast for me to get my reward.

I was pathetically stroking my dicklette and stopping occasionally trying to see if it could stand, but obviously I couldn't. I could get my dicklette bigger and throbbing but the best at 40 degrees if I tried to hold it, but not not upright. After a few mintues Xue got bored and grabbed my dicklette and laughed at me claiming my dicklette wasn't hard enough for to even penetrate and that I was a loser. Her WM partner was next to her and she stroked his dick and compared my dicklette to his. My Dom told me to go kneel in the corner and the group continued fucking. Even though I was still enjoying watching, I still felt so pathetic.

Do yall sissies/AMs still miss pussy?

Context: I can’t achieve a full sissygasm, I can orgasm while getting penetrated without touching my dicklet, but my dick doesn’t convulse and spurt cum out like normal guys do, for my my cum dribbles out when I’m penetrated. And I feel I only get a full satisfying orgasm when I get to jerk off or when my top/Dom is jerking me while fucking me.

I have been locked in chastity for 47 days now. I don’t have an official release date, every time I ask my Dom it is a ‘up to him’ kind. So on Friday he fed me viagra and unlocked my cage while he fucked me. When he was done he edged me a bit and when I thought he was gonna let me cum proper that night. When I was almost there he just gripped my dicklet tight and stopped stroking. I tried thrusting my waist but I couldn’t really get any stimulation because he was gripping my dicklet quite tight. I was literally begging him for just a few more strokes so that I could finally cum. My brain was so fried.

After a few minutes he just iced my dicklet with an ice pack and my dick shrunk and he locked me back in chastity again. I was whimpering and begging for release :( now I’m back locked up with no date for orgasms :(

I came out as a trans a while ago to my ex-gf whom I dated years ago when I was still a guy. She was disgusted by me and told me she couldn’t believe that she dated a gay and that I love sucking dick now. She deleted and blocked me since then.

These days I would fantasize about my Dom hooking up and fucking her as I watch and humiliate me about what a sissy loser I have become. Small limp dicklet and all.

My Dom knows about my fantasy and he made me censor bikini/lewds of her I have taken from her Instagram previously and lewds of her she sent me previously when we were dating. I goon to her photos regularly now. It’s so humiliating that she would make out with me and blow me off and stuff back then and I could see her naked and now all I jerk off to are censored bars of her :(