GayDemon's Stories: On this page you can find erotic fiction where you can read about men dressing up as women and gay sex with transvestites and crossdressers listed by date.
I felt a little pain and a wonderful feeling as this huge powerful man came right up inside me. His cock felt really hot and huge. I was overwhelmed by him; it felt like all the power of his beautiful body was right there up my rectum
Topics: Anal Sex, Crossdressing, Big Dick, Hairy men, Rugby Player
How I was a tough guy, now a panty wearing sissy.
Topics: Anal Sex, Crossdressing, Big Dick, Sissy, Oral & Blowjobs, Tricked
My own true expeience of meeting Danny and...
Topics: Anal Sex, Crossdressing, Spanking
Jerry is after his "Fix" again.
Topics: Anal Sex, Crossdressing, Big Dick
Rob joines the internet and soon becomes submerged in a world of fetish porn with the help of an older admirer.
Topics: Crossdressing, Poppers, Big Dick, First Time, Big Balls
I try pantyhose for the first time, enjoy it, get my buddy Corey to enjoy it too and we become sissy buddies.
Topics: Crossdressing, Sissy, Pantyhose
James comes over for pictures and money again and I get the surprise of my life!
Topics: Anal Sex, Crossdressing
James comes over to my place to make some money posing for pictures and finds he enjoys the whole experience very much. At the end he is ready to come back for more.
Topics: Anal Sex, Crossdressing, Sissy, Face Fuck, Small Cock
"He's oozing fuck out his ass! Look Don, Cyril must have given him one hell of a stuffing!" Jeff had his fingers in my crack and I just lay there .....
Topics: Anal Sex, Crossdressing, Big Dick, Sloppy Hole, Sissy
Follows Kevin through the transformation from red-blooded American male to that of the submissive, black cock slut, Heather.
Topics: Black Men, Anal Sex, Crossdressing, Big Dick, Transgender, Slut, Cuckold, Feminization
A young man is forced into a interracial role as a sissyboy for a Mexican Master!
Topics: Latin Men, Crossdressing, Forced, Interracial, Sissy, Master & Slave, Mexican
A Beautiful Boston T-Girl falls for a very beautiful blonde French Montreal "Gal".
Topics: Anal Sex, Crossdressing, Big Dick, Spanking, Transgender, Oral & Blowjobs, Blond, France
Caught in the act by the people we were following.
Topics: Anal Sex, Crossdressing, Mystery & Crime, Oral & Blowjobs
Man cheating on wife gets a surprise.
Topics: Crossdressing, Infidelity, Mystery & Crime, Oral & Blowjobs
A bi sexual muscular college jock with a fetish for women's underwear must submit the sexual desires of a frat full of nerds or have his secret revealed to his girlfriend.
Topics: Anal Sex, Muscle, Crossdressing, Big Dick, Group Sex, Humiliation, College, Jock, Sportsmen, Oral & Blowjobs, Nerd
This is about young gay guy and his driving interest in having sex with absolutely straight guys. There are four encounters in this tale.
Topics: Crossdressing, Straight Men, Bareback
It seemed an arrangement made in heaven, but it proved to be their downfall. Just when Sandy and I thought that our foursome could not get any better, there was a bitter battle royal in the old villa above St. Julian's that we could hear down at the art gallery in the harbor.
Topics: Anal Sex, Crossdressing, Leather
As I young man, a friend introduced me to the joys of cross dressing. This is the story of what occured that eventfull weekend.
Topics: Crossdressing, Masturbation, Face Fuck, Oral & Blowjobs
Misty a crossdresser is taken by by a man and forced to serve him as his slave.
Topics: Anal Sex, Crossdressing, Chastity, Spanking, Enema, Pantyhose, Master & Slave, Slave Training
While I was crouched down, I'd flipped the top off a tube of KY jelly and smeared a good dollop on and up my arse. I wanted a good wet slippery fuck, didn't I? I stood up. He slipped a condom over his knob, showing me what he was doing. I went down again and rolled it on with my lips.
Topics: Crossdressing, Transgender, Enema, Oral & Blowjobs
He did it. He fucked me for a half hour, more, both of us using the poppers. Finally I felt his cock swell, throb, lurch, jerk, and the condom filling with his cum.
Topics: Anal Sex, Crossdressing, Poppers, Rimming, Sloppy Hole, Transgender, Bareback, Oral & Blowjobs
a submissive crossdresser, into bondage, meets her master.
Topics: Crossdressing, Chastity, Bondage, Dildo, Oral & Blowjobs, Master & Slave
My girlfriend is hot for a guy who is is gay and comes up with a novel way of having sex with him.
Topics: Crossdressing, Bisexual
Eric thought he knew his best buddy. But then, Trevor thought he knew his whole circle of friends!
Topics: Anal Sex, Crossdressing, Rimming, Transgender
I knew exactly what she meant. I removed her shoes by gripping the heels between my teeth, then made love to her silk stockinged feet with my mouth. Though she retained her tight grip on my hair, she did not manipulate me in any particular direction.
Topics: Crossdressing, Rimming, Transgender, Oral & Blowjobs
Brittany winks over his head at me, as she starts kissing him passionately. His hands quickly found their way into my bra. He was squeezing my tits and fondling them as Brittany sucked on his tongue and felt up and down his chest.
Topics: Latin Men, Crossdressing, Transgender, MTF
My challenge went unfinished as he practically leaped upon me, pinning me to the wall and silencing me with a lip-crushing kiss. While his tongue filled my mouth, his hands clawed frenziedly at my dress, wrenching it up over my hips.
Topics: Anal Sex, Crossdressing, Spanking, Transgender