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
Gay Sissy Stories
GayDemon's Stories: On this page you can find erotic fiction where you can read about men dressed and made into girls and sissification.
He showed me I have a girl inside
By Jerryisjulie 14 Apr 2023
Older man teaches younger man to let his girl feelings out and to accept his place as the older man’s “good girl”
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
I am the pervy Uncle
By BillyBoy 6 Apr 2023
Everyone has a pervy uncle, but it turns out, I am the pervy uncle
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.
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."
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.
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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?
Reforming Jaison Lee
By Phaggotry 28 Feb 2023
A sissy slave/sub’s past tryst is revealed on video to his husband/master.
Russian Roommate
By TyPeirson 28 Feb 2023
A feminine twink finally finds a roommate before starting at a Catholic university, and chats with him online before moving in. He quickly learns that this may be more than he bargained for. Part 1.
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
I'm aged but still horny
By Italian sub Cindy 21 Feb 2023
Aged but horny dominanca and submission lover
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.
Sale of sissy slave Cindy her poem
By Italian sub Cindy 9 Feb 2023
letter from Domina Anna for Cindy total submission
Neighborhood faggot boy (ch. 3)
By Alleykat 29 Jan 2023
I used to be just an innocent Kidd now I’m a Heather 4 my daddy n his friends. And they know where I live
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.
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
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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.
My first dressing up (ch. 2)
By Jennfair 9 Dec 2022
Continued my first experience as a sissy and my mom grooming me. First experience with my first cock
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)
Bodybuilder's Bitch
By Victor 26 Nov 2022
College athlete wears lingerie for two bodybuilders from his gym.
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 .
Sissy training (ch. 4)
By Viki 2 Nov 2022
This is a story of how I found a mistress and transformed into my true self. The story is from my point of view, and it all takes place in 14 days. This story is slow with lots of details, and not only sex. There is a little something for everyone, so if you This is a story of how I found a mistress don't like something feels free to skip the day, but you might miss something. Hope you enjoy it.
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
Sissy training (ch. 3)
By Viki 1 Nov 2022
This is a story of how I found a mistress and transformed into my true self. The story is from my point of view, and it all takes place in 14 days. This story is slow with lots of details, and not only sex. There is a little something for everyone, so if you don’t like something feels free to skip the day, but you might miss something. Hope you enjoy it.
Sissy training (ch. 2)
By Viki 31 Oct 2022
This is a story of how I found a mistress and transformed into my true self. The story is from my point of view, and it all takes place in 14 days. This story is slow with lots of details, and not only sex. There is a little something for everyone, so if you don’t like something feels free to skip the day, but you might miss something. Hope you enjoy it. This is a functional story.
Sissy training
By Viki 30 Oct 2022
This is a story of how I found a mistress and transformed into my true self. The story is from my point of view, and it all takes place in 14 days. This story is slow with lots of details, and not only sex. There is a little something for everyone, so if you don’t like something feels free to skip the day, but you might miss something. Hope you enjoy it. This is a functional story.
Slave's Decisions
By It 17 Oct 2022
Sissy vergin sub, nayan finds out about the hidden island of masters but to become their slave he has to go through a test he mis-judged to be easy
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
Discovery of a new Sissy
By Payalji 24 Sep 2022
My sissy journey from a boy to a sissy whore.