20 Votes
Chrissy's New Life
Phillip/Chrissy has been seeking a loving life in the hands of a very loving man
Topics: Crossdressing, Sissy
GayDemon's Stories: On this page you can find erotic fiction where you can read about men dressed and made into girls and sissification listed by date.
Phillip/Chrissy has been seeking a loving life in the hands of a very loving man
Topics: Crossdressing, Sissy
After fighting with a drunk girlfriend, a boy is fed up with women. He decides to finally live out a fantasy he's had for years.
Topics: Crossdressing, Sissy, Drunk
After fighting with a drunk girlfriend, a boy is fed up with women. He decides to finally live out a fantasy he's had for years.
Topics: Black Men, Crossdressing, Sissy, Drunk
Short for this month's rent money must perform for a disgusting old geezer.
Topics: Crossdressing, Handjob, Sissy
During blackout in a small town motel, a sissy learns never to tease the wrong man
Topics: Latin Men, Anal Sex, Crossdressing, Hairy men, Sissy, Hotels, Oral & Blowjobs
A trusted neighbor finally gets the opportunity to take advantage if a young crossdresser he has be watching through his window
Topics: Anal Sex, Crossdressing, Neighbour, Sissy
Crossdresser meets craigslist date at isolated dive bar and has a rough unexpected time
Topics: Anal Sex, Crossdressing, Dildo, Big Dick, Sloppy Hole, Sissy
the fictional account of my first encounter with 'Katie' in amsterdam
Topics: Crossdressing, Group Sex, Bathroom, Sissy, Face Fuck
A straight married cop comes to the rescue of a cross dresser, and discovers a hidden desire
Topics: Crossdressing, Straight Men, Cop, Sissy, Role Play, Pantyhose
Sissy boy loses the game, now he's going to lose his anal virginity.
Topics: Black Men, Crossdressing, First Time, Sissy, Sportsmen, Virgin
Justin is slowly transformed into a sissy by his new daddy
Topics: Crossdressing, Spanking, Daddy, Sissy
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
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
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
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 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
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