Secret Kisses (ch. 2)
By luvaslip 7 Jun 2023
Contuing story of young and old beginners as they grow in their relationship. Joni wants all the cock she can give as Kyle tries to make her happy
Gay Crossdresser Stories
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.
Caught by Aunt's Boyfriend
By Katie Femboy 5 Jun 2023
Stayed at my Aunts house most weekends, thought the house was empty and got caught in her lingerie by her boyfriend. He ran out quite fast but ended up sending me a drunken text message
Edge Running
By Habu 30 May 2023
Profile of a CIA Candy Store Ops recruit: Chicago
House help is my Master now (ch. 3)
By Slutty Whore 16 May 2023
Slave meets Master's friends.
Family fun and games
By BillyBoy 15 May 2023
my uncle and aunt invite me to meet them and stay over for the weekend. they are naughty, nasty people, and i loved it!
Bar Bathroom fuck
By Viki 14 May 2023
A story of how I finally got to courage to dress up and search for a cock to fill me up.
Wife discovers husbands sissy secret
By SecretsissyJ 10 May 2023
Wife forces husband to embrace his sissy side after she discovered his secret stash
House help is my Master now (ch. 2)
By Slutty Whore 9 May 2023
The door opens and a dark, hunky, broad guy enters. I am happy that it is not someone I know. Well, he is a tattoo artist and a friend of Master.
Child hood bestfriend helping me open my eyes
By Famsammie 8 May 2023
When I first got started in general with crossdressing my childhood bestfriend help my development all the way around
Grinder my way
By Fun bottom 8 May 2023
Please please please give me your thoughts I am trying to get back into the gay scene after a 13 year absence
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House help is my Master now
By Slutty Whore 7 May 2023
A hot hunk house help becomes the master to a newbie in a city . See how it happens!!
Seduced and on my knees
By BillyBoy 5 May 2023
Visiting a hotel bar during a gay drag queen weekend, I become involved with some dominant crossdressing ladies
My Vegas trip
By Jester4fun 24 Apr 2023
My real Vegas trip:)
He showed me I have a girl inside (ch. 8)
By Jerryisjulie 24 Apr 2023
Daddy’s hold on me gets stronger - my lessons continue
Prom Dress Contest for The Boys
By BillyBoy 22 Apr 2023
Having all the sissy's in town show up wasn't as hard as I thought
Bras, Bros and Blowjobs
By BillyBoy 21 Apr 2023
my study buddy caught me playing in my sisters underwear
First time sex as a CD
By Jester4fun 21 Apr 2023
My dream come true
He showed me I have a girl inside (ch. 2)
By Jerryisjulie 15 Apr 2023
Overwhelmed from the last encounter, sissy Julie returns to the woods
When I was first getting started
By Famsammie 14 Apr 2023
Living at home with my parents still my eager 19 yr old was begging for some type of action late at night
Married to the Game
By Phaggotry 13 Apr 2023
A closeted ex-con biker queer marries a heterosexual woman to the lustful amusement of the colorful cocks they have in common.
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Loads and Tow
By Phaggotry 12 Apr 2023
An ex-con turned repo man gets entangled with his older bosses and his housemates.
Being Used By Dad
By Phaggotry 10 Apr 2023
A crossdressing queer becomes a cum dump for his dominant father.
I am the pervy Uncle
By BillyBoy 6 Apr 2023
Everyone has a pervy uncle, but it turns out, I am the pervy uncle
A Star is Fucked
By Holden 29 Mar 2023
He bent over the bed, he lifted his red skirt, there were his pink panties with a slit for easy accesses to his ass hole. I smeared my cock with Vaseline and then rammed it in the panty slit into his ass. His slutty chute parted smoothly to accommodate my hard thick eight inches. He had blossomed as a girl.
Russian Roommate (ch. 3)
By TyPeirson 27 Mar 2023
After finally taking Danyl's cock, "Jess" is ready to submit totally. After a trip to the gym, things don't end up going according to plan, and Jess's level of submission to the life of being a sissy is tested.
Sissy panty boy can't find a dom to fuck him
By BillyBoy 22 Mar 2023
Been looking. I guess guys aret really into a panyboy unless they are young and pretty. I'm not either of those. But I'm willing, obediant and fun!
A simple mistake
By BillyBoy 20 Mar 2023
My wife catches me in her underwear. She tells her friends. One of her friends husband call me. Then it begins.
Kept Men
By Habu 13 Mar 2023
Young Lawyer gives special service in building of Biltmore Estate
The Family Affair
By Phaggotry 13 Mar 2023
An unusual tale of a sissy named Samee impregnated by her late stepbrother, only for her stepfather to be fingered as the baby's father. To get "her" out of her stepfather's grubby grips, she is sent to live with her estranged father and his new girlfriend before being passed off to her paternal grandfather and uncle in the classic cliche of "out of the frying pan, into the fire."
Ron & Hema first encounter
By Hema CD 9 Mar 2023
Read how ron and hema had their first encounter. second part coming soon
A unexpected good time (ch. 2)
By Famsammie 5 Mar 2023
Waking up next to chelsea after a night with her brother mark and friend Lamar
My Father Loves My Trans Ass
By Phaggotry 3 Mar 2023
Arin knew his father never liked him. His other sons were men and Arin felt more like a girl and dressed accordingly. Her world starts to unravel when things goes bust with her boyfriend and her father decides to violently pluck her cherry.
Russian Roommate (ch. 2)
By TyPeirson 2 Mar 2023
James, otherwise known as Jess, moves into campus and finally gets to meet Danyl. Over the course of one day, does their secret already get out?
The bully (ch. 3)
By Darksicko 1 Mar 2023
I pressed my lips like a kiss on his asshole and pressed my tongue in. His tight hole pushed it out right away and a hand grabbed my neck. I kept at it and after ten presses his but started letting me in.
It all started with an innocent blowjob (ch. 2)
By Viki 28 Feb 2023
It is a story of a young gay man discovering his needs and desires. Experimentation and first encounters, experiences, and something more.