47 Votes
A Halloween story
Dressed up for Halloween and nowhere to go. Until I get invited to a last-minute party.
Topics: Black Men, Crossdressing, Oral & Blowjobs, Halloween
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Dressed up for Halloween and nowhere to go. Until I get invited to a last-minute party.
Topics: Black Men, Crossdressing, Oral & Blowjobs, Halloween
A Married couple posting a search for a sub-male playmate. Bob is looking for a playmate. He has no intention of sharing me with his wife.
Topics: Oral & Blowjobs, Submission, Married, Tricked
The clerk at Macy's gave me a strange look as he checked out the lingerie I was buying.
Topics: Crossdressing, Public Sex, Oral & Blowjobs, Lingerie
Cockold? I guess I shouldn't have asked. But she was already into it big time. It was too late for me. And it still is.
Topics: Bondage, Cuckold, Married, Pegging
I made a mistake and posted a photo of a guy bound and gagged on my Facebook page. Clearly a gay BDSM reference. No one knows I'm secretly submissive and dream of being topped. Well, I sent that message, and boy did it come back to me.
Topics: Bondage, Submission, BDSM
I meet a cute sissy out for prom night. But he needs a date.
Topics: Crossdressing, First Time, Sissy
The title says it all
Topics: Rough Sex, Bondage, Drugs, Sissy, Co-worker, Boss, Throat Fucking
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.
Topics: Crossdressing, Seduction, Lingerie
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.
Topics: Crossdressing, Oral & Blowjobs
I thought wearing my sister's underwear made me gay. I was worried about that. But it didn't. But finding someone who wasn't repulsed seeing me in her stuff was very difficult. Until now.
Topics: Crossdressing, Coming Out
A therapist suggests a strange clinic for me for the weekend. Somehow I get transfered into a womans body for two days. I guess you need to be carefull who you tell your fantasies to. Even your therapist!
Topics: Hypnotized, Sci-Fi, Transformation, Fucking
Out of nowhere, I'm suddenly obeying the orders from another man. Not my usual thing. But this guy has my number.
Topics: Bondage, Domination, Submission
When I came back from California, changed into a Caitlyn, I was surprised how many of my old schoolmates and teachers were trying to get in touch.
Topics: Crossdressing, Transgender
I only found out much later that she set me up to catch me in her undies and tricked me into becoming a sissy peg boy and later a slut for her x boyfriend who she was still fucking. I guess that is the whole story, actually!
Topics: Crossdressing, Bondage, Rimming, Straight Sex, Chub, Oral & Blowjobs, Married, Pegging, Tricked
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.
Topics: Crossdressing, Humiliation, Sissy, Oral & Blowjobs, Tricked
Joe found my personal chats and used them to blackmail and abuse me. I loved it!
Topics: Crossdressing, Blackmail, Diapers
Going to a hotel dating game is different when all the people are matched up to their kinky fetishes and fantasies.
Topics: Crossdressing, Bondage, Hotels, Oral & Blowjobs, Domination, Submission, Throat Fucking
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.
Topics: Crossdressing, Bondage, Dildo, Cuckold, Pegging
I met her at the hotel bar. There was a crossdressing convention there that weekend. I didn't know it. But I found out soon enough.
Topics: Crossdressing, Transgender, Seduction, Oral & Blowjobs
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.
Topics: Crossdressing, Coercion, Blackmail
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.
Topics: Crossdressing, Hotels, Oral & Blowjobs
After tying myself up I invite a web chat buddy over to finish tying me, and finish me off, too.
Topics: Crossdressing, Bondage, Oral & Blowjobs, Lingerie
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.
Topics: Crossdressing, Bondage, Master & Slave, Fucking, Throat Fucking
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.
Topics: Crossdressing, Bondage, Neighbour, Oral & Blowjobs
discovered by my boss and then he makes me his sissy bitch
Topics: Sissy, Hotels, Travel, Boss
I remember like it was yeasterday. Girls underwear, being tied up, halpless. I guess I loved it
Topics: Crossdressing, Bondage, Sissy, Lingerie, Panties
caught in panties by a stranger who wanted me for sex and more sex
Topics: Crossdressing, Bondage, Oral & Blowjobs, Lingerie, Panties, Jeans
Well, I fianlly had enough and gave it to him. The little sissy fag
Topics: Crossdressing, Bondage, Sissy, Roommate, Sex
Tricked into crossdressing for Halloween
Topics: Crossdressing, Bondage, Forced, Halloween, Kissing, Tricked
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
Topics: Crossdressing, Bondage, Sissy