Wearing panties at the video store
By Alleykat 23 Apr 2025
I can’t forget that time I was wearing panties in the video store the clerk turned me into a sissyboi in just 20 minutes
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.
Trailer trash cumdump (ch. 2)
By Alleykat 22 Apr 2025
Three months ago I was drugged and made into a cum dump for old perverts at this trailer park i sucked cocks for the first time letting everyone cum on my face my naked body in my belly
Rest-stop custodian my best job ever (ch. 2)
By Alleykat 21 Apr 2025
After getting a job as a rest stop janitor I broke up with my fiancé now I’m a full time cocksucker
My full time journey
By Jester4fun 18 Apr 2025
The story of how and why I went full time feminine
Pretty in Pink (ch. 4)
By Prettyboy 4 Apr 2025
Jackie is a cute twink who loves wearing pink. He is wearing new pair of pink leather Nike hi tops with white laces, girly white socks and silver anklets. He goes on line to find a top who will enjoy fucking a bitch wearing pink leather boots
Sissy Dad's Awakening
By ThePerfectcameltoe 21 Mar 2025
Chapter 1: A Hot Mess. In this chapter, an alpha son named Boland receives a distress call from his omega father, who's struggling to cope with a chaotic situation. Desperate for support, the omega dad reaches out to his son, seeking refuge and a temporary place to stay for a few days, hoping to find solace and stability with Boland.
A Deal's a Deal
By Sissyboi69 8 Mar 2025
Jack finds out something he did to his girlfriend in the past has finally caught up to him... and now he has to pay the price.
Meeting a gay sissy for the first time
By BillyBoy 5 Mar 2025
My first encounter with a true gay sissy was very eye opening. She liked it kinky. And being the good friend I am, I did my best to please her.
Closeted Crossdresser
By slut4roughuse 15 Feb 2025
Blackmailed crossdresser sissy used by neighbor
Gay sissy hookup with daddy dom
By BillyBoy 15 Feb 2025
Incest finds its way into a dark dungeon of a man
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Adult Store and Theater experience (ch. 4)
By RiverDylan 7 Feb 2025
Married man finds his true calling and he goes on a mission to get the attention of the man who abused him but also the man that he's in love with.
My First Threesome
By BttmBoyAdventures 4 Feb 2025
My first threesome, where I learned what domination truly is...all while wearing black, lacy panties.
Desire and Reality
By Torsten 2 Feb 2025
Carter, a spoiled rich boy, initiates a year-long social experiment. He'll live with five straight muscular men, fucked by them on schedule. The men are coerced to participate in this bold idea. Carter is straight, it's about notoriety and shock value rather than his sexual orientation. It has unexpected and humiliating consequences.
Tyler said he was a top
By BillyBoy 29 Jan 2025
Tyler said he was a top, but he didn't sound stern enough. I was wrong!
Pounding the Sissy
By Torsten 15 Jan 2025
In a world where strength is measured by muscle, Mick Malone is unprepared for Dorian, the sissy the government sends to assist him with the chores and sexual needs. Their days are marked by Dorian's lewd appreciation for Mick's sweat-soaked body, while Mick's physical dominance is tested by the shameless behavior of the government-assigned sissy.
Adult Store and Theater experience (ch. 3)
By RiverDylan 14 Jan 2025
After being blackmailed, the married man subconscious betrays him.
How I became an adult bookstore slave (ch. 2)
By Filthyslagbag 8 Dec 2024
I fully immerse myself into my new role.
A sock-sub's journey to slavery
By Lowlifesocksub 28 Nov 2024
A sock-kink crush unexpectedly resurfaces after years, taking Tom on a journey from sub to fag to sissy slave, proving that a true sock-kink will do anything to get his hit, and that fantasy and reality don’t always match up.
Family Affair
By VersHornyGay 26 Nov 2024
Family is feeling pent up and needing release, trapped in the same four walls with each other and with no-one else to turn to other than blood-related-family...
Control and Corruption
By isaline_cd 20 Nov 2024
A dominant daddy meets up in public with a straight married man. Daddy decides to mark the wannabe sissy as his submissive slut.
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Sissy's Bizarre Adventure (ch. 4)
By Dray Sandrix 9 Nov 2024
In this chapter, Diana, the newly initiated sissy slave, and her Master, Alex, embark on an electrifying adventure into the unknown. At a BDSM party filled with secrecy and desire, Diana's deepest fantasies are unveiled. Blindfolded and surrounded by eager participants, she embraces her role as "Diana, the Wonder Whore," seeking anonymous encounter
Straight guy turned gay (ch. 7)
By Jaden 23 Oct 2024
The new me - My whole body changed. I didn't have any body hair anymore, which made my body really smooth. My voice was softer. I grew my hair long. It almost reached my mid back.
Closet crossdressing goes very wrong, or did it?
By BillyBoy 10 Oct 2024
Dressed in private but I have to answer the door for my neighbor. It turn out to be a very naughty afternoon.
CD Hotel sex
By Jester4fun 3 Oct 2024
Sissy CD takes dick in hotel
My Transformation (ch. 4)
By RiverDylan 19 Sep 2024
Dylan becomes addicted to men, he finds himself a new boyfriend and with that new surprises...
Miss Jenny from Ohio (ch. 4)
By Okamaguy 28 Aug 2024
Jenny spends the day as a schoolgirl and gets more cock than she bargained for.
Big Brother is My Master
By Slutty Whore 25 Aug 2024
The Big brother becomes master of his little slutty brother and rents him out to people making him the whore for almost every menial job worker in the town. Enjoy the story and make sure to cum!!!!
Bound Gagged and Gay'd Me
By BillyBoy 23 Aug 2024
He answered my ad, answered my fantasies, and answered my question: Was it good for you?
How I became an adult bookstore slave
By Filthyslagbag 21 Aug 2024
How I became a bookstore sub
Prison Substitute
By Con Twink 21 Aug 2024
A fresh juvenile comes into contact with hardened criminals, and one in particular has a profound influence on him…
Twins bothers have lot more in common (ch. 3)
By Xoxo 19 Jul 2024
Harry gave his BBC friends a little show
Straight guy turned gay (ch. 6)
By Jaden 27 Jun 2024
A new experience - It was Monday morning, I woke up and found myself alone in bed. I found the sexy french maid outfit on bed. I wore it and headed to the kitchen. My master was having breakfast by himself.
Straight guy turned gay (ch. 5)
By Jaden 25 Jun 2024
Unexpected day - It was sunday morning. I woke up to a weird and amazing feeling. It was my master's cock deep inside me. He was holding my caged cock and fucking me hard. My whole body was sore from last night, but it was like a fantasy come true.
Straight guy turned gay (ch. 4)
By Jaden 23 Jun 2024
Wild night made my whole body sore.
Straight guy turned gay (ch. 3)
By Jaden 22 Jun 2024
Turned into a sex slave.