Swingers trick me into being their bitch
By BillyBoy 28 Feb 2023
Bob and Lacey invite me over to join their swingers' group. But I'm alone with them.
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.
The bully (ch. 2)
By Darksicko 28 Feb 2023
I lay in the backseat for a few hours before i hear the car being opened. Hands grab me but something seems off. They throw me face down and i hear the unmistakable sound of a knife switching open. I feel them start to saw away at the tape and before long i am free.
my sissy encounter turns into a bondage fuck-fest
By BillyBoy 27 Feb 2023
Greg searches for submissive sissy type guys on the dating sites. He messages me, seduces me, dresses me in silk and lace, and begins playing in some light bondage. Then he introduces me to his Dom daddy, Bob
The bully
By Darksicko 27 Feb 2023
Extreme fetish. The bullying gets out of hand.
Slam 'n' Scram (ch. 2)
By Phaggotry 21 Feb 2023
Kingsfordland, Tennessee, 1937 — Lollo Aurelie is a city slicker mobster running from trouble up north when he stumbles upon a mountain hick town ripe for a takeover. When moonshiners revolt to his dastardly deeds, they dress him “purdy” in drag and each of his captors have their way with him on a platform deep in the backwoods. They affectionately call him Priscilla Pumpernickel, a late whore who died drowning on a load.
The Sissy Transformation of Christian
By TheNaughtySlut 18 Feb 2023
Christian has turned 18 Years Old, and his friend's sister is interested in him. What happens next nobody could anticipate, Christian becomes a sissy cock-loving cumslut. But how does this happen? Find out by reading The Sissy Transformation of Christian.
It all started with an innocent blowjob
By Viki 8 Feb 2023
It is a story of a young gay man discovering his needs and desires. Experimentation and first encounters, experiences, and something more.
Sexy CD's first gay encounter (ch. 2)
By fanny 6 Feb 2023
After our first encounter, he was getting hungry again for some of my ass. After a month, I saw some new packages was sent to me. As I opened them, noticed there are some new sexy lingeries and dresses with panties.
Cabot's Adventures
By satyrDaddy 29 Jan 2023
An elder gentleman finds new lust
Princess and King Show Off
By BeefyFem 27 Jan 2023
Every household needs both roles determined. I’m the husband, you’re the wife. You’re my Princess, I’m your King. This is the dynamic King and Princess decide to show off to the world.
Advertisement - Please visit our sponsor!
Hendry
By satyrDaddy 18 Jan 2023
Hendry is an ambitious femboy
A unexpected good time
By Famsammie 15 Jan 2023
When my drag queen friend falls a sleep early and I'm left with her brother and best friend.
He Wanted Sex In Lingerie
By Jjj1975x 5 Jan 2023
I am a married man who met a guy at a party. The guy wanted to have sex with me in lingerie. That is, he wanted me to wear lingerie. I didn’t think I would like it. But it was amazing.
Cd curious of what a homeless man is packing
By Famsammie 19 Dec 2022
Everyday to work I would see the same homeless pitching quite the tent in the morning from sweat pants
You're Kind of a Shitty Person (ch. 3)
By James 15 Dec 2022
Five minutes into his new job and Daniel already has an attitude. Ralph warns him against being disobedient during his job orientation, but perhaps his warning was too harsh. He didn't mean to upset his new employee, but he did find Daniel's crying face kinda cute.
CD meets BBC first time
By Famsammie 12 Dec 2022
When he said I don't know I think 6 inches when I asked how big, I should of known that was a lie
Walking the dog leads to more (ch. 2)
By Frankfurt Chronicler 12 Dec 2022
We almost get away with it, but Lars' friends find us and want a piece of the action. This is another long read, but with a ton of sex.
Walking the dog leads to more
By Frankfurt Chronicler 10 Dec 2022
A mature sissy encounters a young top and his friends in the woods while walking the dog. This is a longer read and my first story, so I'm grateful for any feedback.
Instructor Mike's Academy
By qtaimee 9 Dec 2022
A sheltered an innocent south asian teen with a mostly absent finder finds his Superior White Daddy on the fledgling internet in the early 90s. Can Instructor Mike mold the little peepee girl into his perfect sissy to service his Tremendous White Cock? Class is in session for little aimee. (Parts 1-6)
Heather (ch. 6)
By Heather_xd 7 Dec 2022
Been a delay but here is the continuation of the whore Heather
Advertisement - Please visit our sponsor!
Bodybuilder's Bitch
By Victor 26 Nov 2022
College athlete wears lingerie for two bodybuilders from his gym.
You're Kind of a Shitty Person (ch. 2)
By James 22 Nov 2022
Brad takes Daniel to the gym to start his new job. Daniel is reluctant to work for sweaty gym bros, but needs the money. Unfortunately, the only gym clothes that fit Daniel are Brad’s Ex’s pink halter top and Juicy track shorts. Daniel is not pleased…
A man see me in panties became an obsession (ch. 3)
By rivi 17 Nov 2022
Meeting strangers for sex is a world in itself . Most men attending outdoor cruising areas are not crossdressers but have a range of sex desires which have to be approached appropriately
A man see me in panties became an obsession (ch. 2)
By rivi 15 Nov 2022
I cruise for the first time and learn what that involves .
A man see me in panties became an obsession
By rivi 13 Nov 2022
A custodian at high school who had made a pass at me was remembered as being the only person I was sure was homosexual and as my crossdressing urges grew stronger he became the focus of a plan to act them out . What follows is true .
Twenty one years of of bisexual exploration (ch. 4)
By Married secret bi 2 Nov 2022
A bad encounter leads to another break and a lot more cross dressing exploration
Sexy CD's first gay encounter
By fanny 31 Oct 2022
I’ve never thought about of gay sex in my life so far. But one night it changed. As usual boring weekend, I was scrolling through some porn and all of a sudden, some hypno sissy gay porn videos kinda got my attention.
The Bet (ch. 11)
By Bastian Ward 25 Oct 2022
Nick thinks he has to be the most unlucky person in the whole world, not only has he traded three masters for one, the one seems to be more sadistic than the three combined. To add insult to injury, Oliver's friend is now living in Nick's house, with seemingly no way out for Nick.
My first dressing up
By Jennfair 21 Oct 2022
How I found out I really liked dressing as a girl. My mom was my inspiration. I became the fourth girl in the family.
Thank you, Mister Townshend
By Okamaguy 10 Oct 2022
A family friend catches me in panties and heels, and I have to pay for his silence
My first time with a man
By Jennfair 6 Oct 2022
How I turned a sexy chat into super hot sex with a man for the first time.
I became a sex slave
By Viki 16 Sep 2022
This is a story of how my normal life changed and i became an obedient sissy for, my master.
The CC Society
By bootlicker 6 Sep 2022
The merging of two of my stories published on another site. Two feminized sissies are sold to dominant sadists who plan to use and abuse them for their pleasure.
Unforgettable summer (ch. 3)
By Viki 29 Aug 2022
Part 3 follow-up on "A normal relationship turned into a wild weekend orgy". The names and places of this story are not real.
Unforgettable summer (ch. 2)
By Viki 28 Aug 2022
Part 2 follow-up on "A normal relationship turned into a wild weekend orgy". The names and places of this story are not real.