Living my dream (ch. 2)
By SissyBoi 16 Apr 2020
Cute 18 yo femboy crossdresser meets a real man who gives his little boypussy a proper stretching and makes him his bitch
Gay Crossdressing Stories
GayDemon's gay porn library: in this story category you can find erotic stories with crossdressers and crossdressings.
Sacked Quarterback
By Cracker 7 Apr 2020
A macho star quarterback goes from a chick fucker to a cross dressing chick-with-a-dick who gets fucked.
Sissy Transformation
By Mikal 5 Apr 2020
Hi everyone I'm sure many of you are at home board and horny right now. Well I hope I can help relieve some of you with this story about a closeted sissy who meets a mistress that helps him find his true sissy self after he gets in debt to her.
The end of a perfect night out as a sexy woman
By Bob Long 1 Mar 2020
This was the last but ultimately the best part of evening when my girlfriend took me out to a gay club, dressed as a woman just to test the water and to assure me that I not only very passable but also pretty damn hot. I got way much more than I imagined
Gary: The Cock Hungry, Cum Guzzling, Sissy Faggot
By cock whore kimmy 27 Feb 2020
Kim comes home early from work and hears a whore getting fucked in her bedroom. She can only assume her BF Gary is in there cheating on her. So she slips in to catch him in the act, but what she finds in nothing like what she thought. She finds Gary all alone, lying on the bed. He’s wearing some of her sluttiest clothing, and trashiest lingerie. And he’s fucking himself with her favorite dildo.
Before she turned me out
By Bob Long 10 Feb 2020
My girlfriend who fostered my obsession with crossdressing and living as a woman, trained and made me into one hell of a beautiful woman who eventually sucked a mans cock and loved it
How I got started (ch. 2)
By Bob Long 4 Feb 2020
This is a continuation of my glorious introduction to crossdressing and sex
Parking lot blowjob
By Bob Long 1 Feb 2020
This is the story of how my ex girlfriend, made it her mission to get me to suck a guys cock
The Art of the Sissygasm
By cock whore kimmy 26 Jan 2020
Little CD fuckdoll has his first sissygasm and his life changed forever!
Caught crossdressing
By SandyCD 6 Jan 2020
Caught by daughter with me dressed as woman
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Big Sissy
By Nils Huim 28 Dec 2019
A gay sissy bottom receives a surprise birthday gift
Amateur Crossdressing Prostitute
By Kristen Kross 23 Dec 2019
crossdresser's first time prostituting first timer
A Sissy’s Dream Comes True! Again and again!!
By FishnetSissy 21 Dec 2019
2 blonde bimbos help a little sissy faggot become the girl he always wanted to be and Introduce him to a man who knows just what to do with a special girl like this!
My New Apartment Manager
By Kristen Kross 21 Dec 2019
cd sissy meets her apartment manager
Starbucks
By Nils Huim 16 Dec 2019
Two ex-cons have anal & oral sex and then plot (?) a robbery
Un-Expected Threesome
By Kristen Kross 7 Dec 2019
CD, girl, and a stranger meet in a motel room
holidays with grandad (ch. 2)
By Sisyboy 21 Sep 2019
Part 2 of getting caught
Met Mistress on grindr (ch. 2)
By zeenatcd 14 Sep 2019
My mistress made me her slave and gang banged me with her friend Domino,Alisa and Mariana.
When and How did I start (ch. 2)
By Crossy Arora 26 Jul 2019
How my life changed from imagination to reality
Dressed for success
By Steve Webb 23 Jul 2019
A friendly tourist gets the surprise of his life. A fantasy
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The birth of Slutty Tanya
By Slutty Tanya 9 Jul 2019
A chance encounter leads an occasional cross-dresser down the path of becoming a full time slut.
Roommate surprise
By Steve Webb 24 Jun 2019
A horrific moment turns into a dream night
Cross dressing went too far
By fetishlover 20 May 2019
My love of wearing panties, stockings and tights went too far nad got me into serious trouble...
My new body modification
By Lingerielover 25 Apr 2019
My mini cock and balls are driving me mad, so I did something about it !!!
Girly
By bootlicker 22 Apr 2019
A small, weak, submissive man is feminized and abused by a trio of dominant perverts intent on transforming him into their sissy slave gurl.
Dressed as an Easter Bunny, Fucked like a Rabbit
By Shy Stuart 19 Apr 2019
Me and my gurlie friends go to the local tranny club dressed like Easter Bunnies and get fucked like rabbits
She turned me out
By Bob Long 13 Mar 2019
My girlfriend not only encouraged my crossdressing but how she turned me into the cock sucking whore I am
First me then my wife become a black guys bitch (ch. 2)
By Shy Stuart 10 Feb 2019
I bottle out of going into Carlton house and he's not happy. However, a week or so later while in a drunken stupor I give Carlton my address and invite him around to fuck me.
I was a man this morning, but now?
By fetishlover 20 Jan 2019
Girfriend gets revenge on her man after finding him with a gay guy
Getting dominated by an 9 inch cock
By Sissy Bitch 27 Dec 2018
Got dominated by a 9 inch cock while i was traveling