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Obsessions
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Transsexual Female / 35
Wife's Cheating Turned Me Sissy
My wife and I had been married for 4 years before she started having an affair with a coworker. She admitted it when I pointed out sex stains on our bed, after returning home from staying at a friend's for the night. The affair lasted at least 2 more years, and she would lie about it continuously unless I caught her, which I did several times.
This emotionally crushing scenario steered me towards a fetish with cuckold porn. Long story short, cuckold porn eventually led to an obsession with sissy porn. Sissy porn evolved into an interest in trying that lifestyle. I became hyperfixated on sex, but my wife stopped having sex with me entirely, except on very rare occasions. We've had sex probably less than once a year for the last 7 years.
Sissy porn encouraged me to try becoming a sissy. I began wearing my wife's underwear, until I got the courage to buy my own. Not long after trying that for the first time, I started only wearing women's underwear. I branched out into lingerie and trying makeup while at home. I obsessed about the idea of trying sex with a man while dressed as a woman. This was especially difficult for me because I don't find men attractive - just their penises. After a couple years of chickening out, one night I got drunk and posted a personal ad on a hookup site. I snuck out of my house and sucked and swallowed two cocks in the front of their cars, parked down the street of my house. I went from one car to the other. I made sure to show them my ass in that thong. This was the most exhilarating sexual experience of my life to that point.
I remained very hesitant with sexual encounters over the next few years, but continued obsessing over sissy porn and becoming more feminine. I decided to no longer allow myself to masturbate to completion. I edged constantly, and only came from using one of my dildos. This is now the only way I allow myself to finish.
About a year ago, I finally cracked, as a result of our marriage worsening further, and began finding sex partners almost constantly. I've lost count, but I've gone down on at least 100 new cocks in the last year, and many of them much more than once. I let about 20 fuck me. About 4 months into this new sexual extravaganza, I contacted therapists about transitioning to be a trans female. It took some time, but a few months back, I finally started HRT, and I'm already seeing some changes, particularly to my breasts and nipples. My wife decided she wanted a divorce, prior to me starting HRT, but we did have sex one time since then. Due to my constant edging, I couldn't perform and I came almost immediately after inserting my cock into her. I then licked her clit until she finished. After she fell asleep that night, I snuck out to suck someone's cock too.
I somehow managed to keep my feminization a secret from her, and she still is unaware of my ongoing transition. I'm officially moving out this summer and can't wait to see what I get myself into.
In the last few months, I've heavily dieted, so I am fairly petite now, I shave my body, and I've gotten confident to the point that I sometimes go out dressed as a woman and flirt and hook up with men.
To put a bow on this, I am still amazed by how much my life has changed over the last 7-8 years, all stemming from discovering a cum stain on the sheets of my marital bed, that I knew wasn't from me.
This emotionally crushing scenario steered me towards a fetish with cuckold porn. Long story short, cuckold porn eventually led to an obsession with sissy porn. Sissy porn evolved into an interest in trying that lifestyle. I became hyperfixated on sex, but my wife stopped having sex with me entirely, except on very rare occasions. We've had sex probably less than once a year for the last 7 years.
Sissy porn encouraged me to try becoming a sissy. I began wearing my wife's underwear, until I got the courage to buy my own. Not long after trying that for the first time, I started only wearing women's underwear. I branched out into lingerie and trying makeup while at home. I obsessed about the idea of trying sex with a man while dressed as a woman. This was especially difficult for me because I don't find men attractive - just their penises. After a couple years of chickening out, one night I got drunk and posted a personal ad on a hookup site. I snuck out of my house and sucked and swallowed two cocks in the front of their cars, parked down the street of my house. I went from one car to the other. I made sure to show them my ass in that thong. This was the most exhilarating sexual experience of my life to that point.
I remained very hesitant with sexual encounters over the next few years, but continued obsessing over sissy porn and becoming more feminine. I decided to no longer allow myself to masturbate to completion. I edged constantly, and only came from using one of my dildos. This is now the only way I allow myself to finish.
About a year ago, I finally cracked, as a result of our marriage worsening further, and began finding sex partners almost constantly. I've lost count, but I've gone down on at least 100 new cocks in the last year, and many of them much more than once. I let about 20 fuck me. About 4 months into this new sexual extravaganza, I contacted therapists about transitioning to be a trans female. It took some time, but a few months back, I finally started HRT, and I'm already seeing some changes, particularly to my breasts and nipples. My wife decided she wanted a divorce, prior to me starting HRT, but we did have sex one time since then. Due to my constant edging, I couldn't perform and I came almost immediately after inserting my cock into her. I then licked her clit until she finished. After she fell asleep that night, I snuck out to suck someone's cock too.
I somehow managed to keep my feminization a secret from her, and she still is unaware of my ongoing transition. I'm officially moving out this summer and can't wait to see what I get myself into.
In the last few months, I've heavily dieted, so I am fairly petite now, I shave my body, and I've gotten confident to the point that I sometimes go out dressed as a woman and flirt and hook up with men.
To put a bow on this, I am still amazed by how much my life has changed over the last 7-8 years, all stemming from discovering a cum stain on the sheets of my marital bed, that I knew wasn't from me.
- That's Juicy! 19
- Remove It! 12
