By Anthony 8 Nov 2021
I went to work and tried not to run into Jerry, but that was hard, seemed like Jerry kept looking over at me and would walk by me giving me a look. When no one was around, he would come up to me and show me a picture of me on his phone of me in one of the positions that I was in.
By BillyBoy 5 Nov 2021
My wife installed one of those nanny cams. She wanted to see what the dog was doing when we were at work. She didn't tell me. She started watching me dress in her underclothes and tie myself up like a kidnap victim, jerking off. Not sure what to do, she asked a friend to watch the videos. He knew just what to do with me.
By Desertbiguy 4 Nov 2021
Dressed up for jr high halloween party. Was dressed as a sexxy sissy. I was that skinny nerd that nobody knew. Had a a nice bubble butt. Mark the handsome popular guy had his girlfriend breakup with him. Not knowing who I was. I turned him on. We made love even after he found out I was a guy
By BillyBoy 2 Nov 2021
Envious of the girls always getting to wear those cute little bras and panties.
By Dickguy4U2 31 Oct 2021
While well over the legal age of sexual consent, my looks represented a much different picture. Broght up by a single parent overbearing mother, my being raised was far from the normal channels of a lone single male son.With mom making dresses and me the perfect slender size to model her creations, I guess you could say that the soft silk and lace never failed to stimulate me in a secret sexy way
By BillyBoy 28 Oct 2021
Dressed up for Halloween and nowhere to go. Until I get invited to a last-minute party.
By BillyBoy 23 Oct 2021
The clerk at Macy's gave me a strange look as he checked out the lingerie I was buying.
By BillyBoy 19 Oct 2021
I meet a cute sissy out for prom night. But he needs a date.
By BillyBoy 16 Oct 2021
Silly me gets seduced by a pretty closet crossdresser. I help her come out, so to speak. And I have a nice time as well.
By BillyBoy 13 Oct 2021
A pervert friend takes me from my first hand-job, up through the progression to where I was escorting him out to bars as a woman.
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By Alleykat 9 Oct 2021
Seduced at a funeral home by older strangers
By BillyBoy 6 Oct 2021
Wife catches me the first time. Very embarassing. But not at all as bad as when she turns me over to the kinky gay guy she works with.
By BillyBoy 1 Oct 2021
Going to a hotel dating game is different when all the people are matched up to their kinky fetishes and fantasies.
By BillyBoy 30 Sep 2021
My first wife was a bitch. She put me through hell. But the second one put me through something worse. Watching her boyfriend fuck her while I was bound and gagged and tied to a chiar in the bedroom. Maybe my third wife will be nice to me.
By BillyBoy 28 Sep 2021
im not very fem but i love to wear panties. A golfing partner saw my profile on a webite like this and made the most of my situation.
By popperboi 25 Sep 2021
A young virgin continues his first bathhouse experience. Fortunately a Masterful Black Daddy takes him under his wing
By Don 18 Sep 2021
How my life change forever
By BillyBoy 15 Sep 2021
Some anonymous man recognized me from my posts on this website. He orders me to meet him at a hotel but I can't see who he is. Now everyone I know is a suspect. It's really weird and scary in a kinky sort of way.
By Badman 15 Sep 2021
Interracial story. A sissy boy meets a cruel mature black man and dresses as a pigtailed girl for him. The cruel man treats the little sissy rough, tearing off his clothes and ripping apart his favourite little white cotton school panties before spanking and raping him. The theme and story line runs parallel to "Sissy Boy Loses Panties To Perverts"
By BillyBoy 12 Sep 2021
He orders me to dress in her underwear. Put on some tight restraints. I have to drive for an hour to his home. Then he treats me like his own sex toy, sex slave, and spank bitch. But I keek coming back. He is a bad man.
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By BillyBoy 11 Sep 2021
The guy next door was watching me dressing in my moms and x wife's old underwear for a while. He watched me playing with some self bondage for a while, too. So, this day, he bursts in and grabs me, just as I'm cumming all over. Now I'm at his mercy.
By BillyBoy 7 Sep 2021
discovered by my boss and then he makes me his sissy bitch
By Alleykat 7 Sep 2021
Young pretty sexy hot n horny love public sex
By BillyBoy 6 Sep 2021
I remember like it was yesterday. Girls' underwear, being tied up, helpless. I guess I loved it
By BillyBoy 5 Sep 2021
caught in panties by a stranger who wanted me for sex and more sex
By BillyBoy 4 Sep 2021
Well, I fianlly had enough and gave it to him. The little sissy fag
By Daves 4 Sep 2021
Prefer top or versatile crossdressers like smooth. I enjoy getting buttfucked. Love sucking dick. Prefer smooth, not hairy. Mutual sucking. Like taking turns fucking each other. Was always attracted to fem boys just turned me on.
By BillyBoy 3 Sep 2021
Tricked into crossdressing for Halloween
By BillyBoy 2 Sep 2021
I posted some pics of me in my sister's panties and bra. I guess I should have expected to be used like a girl slut
By BillyBoy 1 Sep 2021
She got me hot, he took over from there