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.
Even after banging my ass for the whole night, the horny family was not satisfied. They gave me a beautiful dress and banged my ass once again.
Topics: Anal Sex, Crossdressing, Rimming, Spanking, Friends, Oral & Blowjobs
This is a gay incest sex story of a guy with his friend and his dad. After my friend's mom left the town, father and son made me their bitch for two days.
Topics: Anal Sex, Crossdressing, Friends, Daddy, Oral & Blowjobs
Short for this month's rent money must perform for a disgusting old geezer.
Topics: Crossdressing, Handjob, Sissy
An angry ex-boyfriend gets his last surprising act of humiliation against his gurl
Topics: Anal Sex, Crossdressing, Sloppy Hole, Humiliation, Relationship, Revenge, Oral & Blowjobs, Boyfriends
Never thought that just wearing two ideas of womens underwear could get such fantastic results.
Topics: Anal Sex, Crossdressing, Big Dick, Pantyhose, Oral & Blowjobs, Panties
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
Banished CIA agent mixes it up in Key West.
Topics: Latin Men, Anal Sex, Crossdressing, CBT, Big Dick, Mystery & Crime, Sounding, Brazilian, Oral & Blowjobs, Sam Winterberry
bored gay guy, thought I would experiment with some cd bits and pieces with my pal.
Topics: Anal Sex, Crossdressing, Big Dick, Pantyhose, Penis Pump
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
A guy gets banged by a father and son due. Read hot crossdressing story of threesome sex when he was made to dress as a woman.
Topics: Anal Sex, Crossdressing, Rimming, Group Sex, Threesome, Friends, Oral & Blowjobs
two cross dressing guys get more than they bargained for asking for seamless underwear!!!!
Topics: Crossdressing, Dildo, Big Dick, Pantyhose
Love doing a little cross dressing and its a shame that I have a cut cock which show through all my pantyhose and panties etc.....
Topics: Crossdressing, Big Dick, Hairy men, Pantyhose
This is the first two chapters of quick enslavement which have been corrected and the final third part of a very sudden enslavement of an old sub/slave. He is quickly taken over and made to service his Master in many ways some of them extremely unpleasant.
Topics: Arab, Anal Sex, Crossdressing, Chastity, Leather, Humiliation, Punishment, Face Fuck, Oral & Blowjobs, Master & Slave, Slave Training
Getting drunk isn't a good idea
Topics: Black Men, Anal Sex, Crossdressing, Interracial, Drunk
Meeting a guy
Topics: Black Men, Anal Sex, Crossdressing, Big Dick, Sloppy Hole
An old slave goes to his Master's home to be trained for the weekend and the first night proves very demanding and challanging for the old slave
Topics: Anal Sex, Crossdressing, Chastity, Leather, Humiliation, Punishment, Face Fuck, Oral & Blowjobs, Master & Slave
Becoming a pretty, sexy girl in public eventually leads to some very unexpected results!
Topics: Crossdressing, Big Dick, Spanking, Transgender
Mixed hertiage Uber driver Javier is stranded with two Japanese tourist in the heart of a major winter storm.
Topics: Black Men, Asian Men, Latin Men, Anal Sex, Crossdressing, Big Dick, Transgender, Enema, Interracial, Face Fuck, Taxi Driver
Posting Craigslist ads and I found a man who would finally use me like a whore...
Topics: Black Men, Anal Sex, Crossdressing, Dildo, Sloppy Hole, Interracial, Face Fuck, Bareback, Oral & Blowjobs, BBC, Throat Fucking
A big booty fem black male crosses two fantasies off his bucket list when the white Cable Man and Latin weed dealer met at his apartment one early Saturday morning in Tampa Florida
Topics: Black Men, Anal Sex, Crossdressing, Dildo, Face Fuck
the fictional account of my first encounter with 'Katie' in amsterdam
Topics: Crossdressing, Group Sex, Bathroom, Sissy, Face Fuck
Heating up in a locker room
Topics: Anal Sex, Crossdressing, Sloppy Hole, Locker Room, Twink, Oral & Blowjobs
Back in Constantinople, Pyotr returns to the bed of the American diplomat Kenneth O'Dell and, while mooning for Katya, finds a reason to accept O'Dell's offer to take him to the States.
Topics: Arab, Anal Sex, Crossdressing, Historical
Pyotr's last protector in Constantinople, a Greek, takes him to Smyrna, where a pogrom against Greeks has Pyotr on the dock not knowing if death will come before evacuation. Once more Katya turns up and saves him when the Turks start killing the men on the docks. Pyotr finds protection in the bed of a Turkish officer; Katya turns out not to be who/what Pyotr thought Katya is, which clears up some ...
Topics: Arab, Anal Sex, Crossdressing, Historical, Role Play, Greek
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
"No, you can still call me that." Rex said, letting out a deep exhale, "Look, I'm here, which means I still love you very much. I don't think I could ever stop loving you. You've been my brother for what, 11-12 years?! How can I just turn those feelings for you off? It's impossible. So, yeah, I'm still your brother....
Topics: Crossdressing, Brothers, Relationship, Intersex
Joe discovers that Craig has another man in his life.
Topics: Black Men, Crossdressing, Sci-Fi
Sissy boy loses the game, now he's going to lose his anal virginity.
Topics: Black Men, Crossdressing, First Time, Sissy, Sportsmen, Virgin
Learning the cross dresser life
Topics: Black Men, Anal Sex, Crossdressing, Rimming, Big Dick