13 Votes
Shower Power
'Daddy' shaved me in the shower. While the water was pouring over us, he put me in a matching set of rubbery vintage Playtex bra and open bottom girdle panties.
Topics: Crossdressing, Shower, Daddy, Rubber, Panties
GayDemon's gay porn library: in this story category you can find erotic stories with crossdressers and crossdressings.
'Daddy' shaved me in the shower. While the water was pouring over us, he put me in a matching set of rubbery vintage Playtex bra and open bottom girdle panties.
Topics: Crossdressing, Shower, Daddy, Rubber, Panties
I've been in the closet all my life. Finally, I have a chance to try out being a sissy girl for a real man
Topics: Crossdressing, Sissy, Domination
Every day I awake from a dream of being used as a girl whore. I can't stop it. I'm in trouble!
Topics: Anal Sex, Crossdressing, Bondage, Sissy, Master & Slave, Fucking
The gay date I'd love to experience. I've had a few gay experiences, but someday a man will make me his little bitch. I'd love that!
Topics: Crossdressing, First Time, Oral & Blowjobs, Domination, Submission, Panties
I finally let him seduce me. I agree to meet him. He has been flirting and making promises. Then at the last minute, he tells me I'm going to dress like a woman tonight.
Topics: Crossdressing, Sissy, Oral & Blowjobs, Halloween
Turned into the park cocksucker by a fat old man
Topics: Crossdressing, Slut, Outdoor, Sissy, Age Difference, Park
I would go to the park at night letting guys blow me until the fat old man turned me into the cocksucking cumloving slut at the park and at my mom's house.
Topics: Crossdressing, Big Dick, Daddy, Slut, Park
A shy, submissive guy hits me up to dress like his wife and Domme him. I actually liked it more than I thought I would!
Topics: Crossdressing, Bondage, Domination, Submission
It took while, but my transformation is complete
Topics: Anal Sex, Crossdressing, Straight Men, Sissy, Bareback
I forgot and wore some panties to my check-up. The doc was surprised. But he responded differently than I expected.
Topics: Crossdressing, Doctor, Medical, Lingerie, Panties
I had spent all of my time getting indoctrinated in gay sex by Tom G. I forgot about my first man to pop my anal cherry Mark.
Topics: Anal Sex, Crossdressing, Sissy
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.
Topics: Crossdressing, Coercion, Blackmail, Domination
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.
Topics: Crossdressing, Bondage, Married
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
Topics: Anal Sex, Crossdressing, Boypussy, Twink, Hookups & Dates, Halloween
Envious of the girls always getting to wear those cute little bras and panties.
Topics: Crossdressing, Sissy, Lingerie
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
Topics: Crossdressing, Voyeurism, Sissy, Oral & Blowjobs
Dressed up for Halloween and nowhere to go. Until I get invited to a last-minute party.
Topics: Black Men, Crossdressing, Oral & Blowjobs, Halloween
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
I meet a cute sissy out for prom night. But he needs a date.
Topics: Crossdressing, First Time, Sissy
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
Seduced at a funeral home by older strangers
Topics: Daddy, Sissy, Verbal, Boypussy, Seduction, Stranger
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
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
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
A young virgin continues his first bathhouse experience. Fortunately a Masterful Black Daddy takes him under his wing
Topics: Crossdressing, Poppers, Daddy, Interracial, Cum Dump, Bathhouse & Saunas, Submission, Gangbang
How my life change forever
Topics: Crossdressing, Coming Out, Fucking
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