The Wall
By Caliban 20 Feb 2021
A bricklayer teaches a feisty queen a lesson...
Gay Crossdressing Stories
GayDemon's gay porn library: in this story category you can find erotic stories with crossdressers and crossdressings.
My wife watched as I got fucked by a big cock (ch. 2)
By Bob Long 16 Feb 2021
Sorry this took so long to post but with everything thats been going on in the world I hadn't had time. This is the follow up to on my encounter with Dave my wife's friend who helped her get revenge on my for having some rough sex. As always this is 100% true and factual with the exceptions of the names of the parties involved
Becoming a Slut The First Time Out
By Tye Dye Sissy 11 Feb 2021
I go to an adult bookstore for my first time while dressed as a Gurl and get my first sex with men, lots of men. sissy, first time, spanked, DP.d, oral, anal, domination, sexy, slut
Forced Sissy
By Dave H. 10 Feb 2021
A trip to P-town transformed me.
Lost Bet Leads to Humiliating Sissification
By Sissy Stacy 6 Feb 2021
How a lost bet lead me to becoming the sissy slave of my neighbor
Gone fishing
By Gpasboi 21 Jan 2021
He told me that he had put some clothes on my bed that I could wear for the night until my stuff had a chance to air out. When I walked in my room there on the bed was a white tshirt and a pair white silk panties with lace trim and I yell to Jim what the hell is this ?
Daddy's Surprise
By Thormand1963 19 Jan 2021
Bisexual man gives his meet-up Daddy a crossdressing surprise
The truck driver (ch. 3)
By bijim 23 Dec 2020
the final of my story being taken by two truck drivers and turned into a sissy bitch,
When I found out I was really a whore
By desire_e4bbc 22 Dec 2020
How I truly became a crossdressing whore and loved it
Daniel Effeminate College Student (ch. 14)
By Colourfast 14 Dec 2020
A series of stories about effeminate college twinks and their encounters with mature gentlemen
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Tell Tales Of A Jock
By Labeautifull 13 Dec 2020
A college Quaterback is caught all dolled up in Ladies Langerie by his Roommate who happenes to be the Wide reciever of their Team.
I Would Never Kiss a Guy (ch. 4)
By GabbyGurl 26 Nov 2020
Gabby makes a major lifestyle decision and visits Nate.
I become Amanda in Prison
By Amanda 12 Nov 2020
A fantasy tale of a spell of incarceration
1st BBC
By Danielle 30 Oct 2020
When I realized rge saying "once you go black you never go back is true"
The Girl Within Me
By Caliban 7 Oct 2020
Ninh’s first feminine adventure has an unusual consequence, after ‘she’ meets Allister…
Hungry for more
By Karl 5 Oct 2020
On the prowl after getting a taste for gay sex
The Kiss
By Nils Huim 11 Sep 2020
A pair of sex partners, one of them a CD, invite a third man over
My second encounter with a guy whom I met in metro
By Hema CD 9 Sep 2020
My second encounter in gay sex with a guy whom I met in metro. Read how we connected met and read the story in detail to know more about the encounter
101
By Nils Huim 27 Aug 2020
A gay bottom has a sexual adventure with a stranger
A Harmless White Nylon Thong
By nylonlingerie 3 Aug 2020
I received a small parcel through the post, not ordered anything from any mail order, so I carefully opened it..
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A Sissy Life
By Faedirk 7 Jul 2020
Cat-sitting for your neighbors becomes alot more exciting when you stumble upon their wardrobe collection.
Meetup Gone Crazy
By Luke Holton 16 Jun 2020
After I met a guy at his hotel, him and his team tie me to a bed and chloroform me. Read to find out what happens next
Failed Connections
By Habu 12 Jun 2020
It's all about the pro soccer player's need in fetish play in Denver and Chicago.
my life (ch. 17)
By bijim 10 Jun 2020
a club dancing and developing a crush on a guy
Gay sex change?
By Rubbertransformation 31 May 2020
I love taking cock but often wonder what it would be like to have a pussy instead!
Turn About is Fair Play
By Mikal 30 May 2020
Turn About is Fair Play is a Caesars Bitch Sweet Chrissi cross over both are Detroiters and Jay Jay is mentioned in my 1st Sweet Chrissi as JJ. Anyway Caesar takes his cross dressing sissy boyfriend Jay Jay out they meet Chrissi and things get real naughty.
Sweet Chrissi (ch. 5)
By Mikal 29 May 2020
Dear Rears I really struggled with the decision to allow the Pandemic to be an element in my story. But I am writing a story about a cute sissy that lives in Detroit which has been impacted heavily and so I included it.
Muscleboy Double-Teamed in the Gym Shower (ch. 3)
By GameBoy94 9 May 2020
The second part of Jake the muscleboy's steamy molestation on a late-night train car.
I Love Being a Faggot
By cock whore kimmy 5 May 2020
Gary is a cross dressing sissy faggot, and his love of hot, thick, juicy, stud cock has turned him into the biggest little faggot sissy whore! He’s not happy until he’s left cock drunk, with his face covered in cum, and his little asshole is sore and gaping! What a little slut!
Caesars Bitch (ch. 2)
By Mikal 29 Apr 2020
This is a new installment of Caesars Bitch. In this tale Caesar has been with Jay jay for a time and is starting off on his first romance and is cementing his relationship. Yes there is abusive language but we are all grown ups so if you can't handle it move on.