42 Votes
While the cats away, I get to play
A fantasy of becoming a black mans sissy slut but hope it cums true someday
Topics: Black Men, Anal Sex, Crossdressing, Dildo, Big Dick, Slut, Sissy
GayDemon's gay porn library: in this story category you can find erotic stories with crossdressers and crossdressings.
A fantasy of becoming a black mans sissy slut but hope it cums true someday
Topics: Black Men, Anal Sex, Crossdressing, Dildo, Big Dick, Slut, Sissy
This straight acting boy/guy has a sissy hidden inside him and is found out about by a friend who transforms him into the true sissy he wants to be.
Topics: Anal Sex, Crossdressing, Sissy, Oral & Blowjobs
Older neighbor borrows some tools but ends up making me his bitch.
Topics: Anal Sex, Crossdressing, Chastity, Big Dick, Spanking, Neighbour, Sissy, Face Fuck
Total fantasy of mine to be used by several men, even though this has not cum true I hope it will one day.
Topics: Anal Sex, Crossdressing, DP, Chastity, Dildo, Big Dick, Spanking, Group Sex, Slut, Sissy, Face Fuck, Big Balls, Gangbang
The guy and sex fun dressed like a girl.
Topics: Black Men, Anal Sex, Crossdressing, Rimming, Friends, Sissy
2 bi men and wife share each other.
Topics: Anal Sex, Crossdressing
A CD goes to a adult theater to get used.
Topics: Latin Men, Anal Sex, Crossdressing, Spanking, Sloppy Hole, Oral & Blowjobs
I love to dress for the pleasure of others,and I post messages on the internet to find dates.
Topics: Crossdressing, Transgender, Oral & Blowjobs
Someone found out I like to cross-dress and that I was looking for a tubed preamp. I receive a reply to my ad for a preamp not knowing that I have been invited over for more.
Topics: Anal Sex, Crossdressing, Group Sex
I met a fellow cross-dresser on line. We agreed to meet at a used clothing store where he worked. He said he had a few outfits and offered to help me try them on.
Topics: Crossdressing, Sissy, Face Fuck, Oral & Blowjobs
A Latino sissy faggot's hot weekend with her black teen daddy.
Topics: Black Men, Latin Men, Anal Sex, Crossdressing, Big Dick, Daddy, Sissy, Oral & Blowjobs
Ive told my story before about being feminized and used by older gay men, now this is what i do and how i do it on a almost daily basis.
Topics: Anal Sex, Crossdressing, Big Dick, Group Sex, Slut, Cum
Roger is bi and likes to meet strangers to give them head. Ray is traveling and sees Roger post about free head. Ray wants to have a threesome with a She-male and when his plans change, he convinces Roger to wear sissy things.
Topics: Anal Sex, Crossdressing, Threesome, Bisexual, Sissy, Pantyhose, Oral & Blowjobs
The day I learned about a crossdressing lover.
Topics: Anal Sex, Crossdressing
A crossdresser meets his crush on vacation, and it turns out his crush is gay too.
Topics: Crossdressing, Travel
Sequel to: 'Sissy Boy Rectified By Rugby Forward' "OK just relax your ass, this is probably a bit bigger than what you're used to. So all you've got to do is bend down and let it happen boy!"
Topics: Black Men, Anal Sex, Muscle, Crossdressing, Rugby Player
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
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
"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
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
I knelt on the bed and lowered my face to her wet, stretched womanhood. I stuck out my tongue and licked the outside clean before digging in for the "REAL" thing. It was delicious.
Topics: Transgender, Creampie, Slut
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
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
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