Going to my prom
By BillyBoy 12 Oct 2023
Yeah, I'm too old, but I wanted to go to a real prom dressed like a girl anyway.
Gay Crossdressing Stories
GayDemon's gay porn library: in this story category you can find erotic stories with crossdressers and crossdressings.
Crossing the line (ch. 3)
By lickme 25 Sep 2023
Ruby starts to live out her fantasy of pleasing a man
House help is my Master now (ch. 5)
By Slutty Whore 15 Sep 2023
The slave is now married and loses his virginity to his mastee. But there is more to it....
Crossdressing Freak
By Getoutofmymind 13 Sep 2023
I have a huge cigarette fetish. I have had it since I was seven or eight. I’d sneak into my mom’s cigarettes and pretend to smoke them. I would also sneak into my mom’s things, her bras, panties, and most of all her tall boots. So now, being grown I’ve become a crossdresser, passable too, and when I dress, I smoke. These two fetishes have made me a complete freak and an exhibitionist.
Mistress of Cindy submitted male slut
By Italian sub Cindy 8 Sep 2023
how my wife from submitted become Mistress and me amale sissy, submitted and slut
Daddy and Candy
By Maikol 29 Aug 2023
An admirer who was very excited after reading some of my stories here sent me this story where I play the the role of Candy and told me to publish it, he wrote most of it and I added a few more details. I think he is Daddy!
Falling for an older married man
By Maikol 13 Aug 2023
Falling for an older married man
Tie me up and fuck me like that
By BillyBoy 11 Aug 2023
The first time with a dom alpha guy and I ask to be tied up. But why?
Frat Initiation
By Victor 2 Aug 2023
The president of the frat is slowly manipulating his freshman pledge, a masculine, cocky, gorgeous muscleboy to his will during hell week when all the pledges have to dress up like French maids and serve their future frat brothers at a party. The new pledge realizes he liked it a little too much.
First or was panties
By Alleykat 24 Jul 2023
I kept staring at those sexy panties in the adult bookstore
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Mentor
By BillyBoy 14 Jul 2023
I'm not a young buck anymore, but another old man showed this dog some new tricks.
Bobby's Pink Panties
By luvaslip 6 Jul 2023
Bobby has been hiding a big secret and he meets a stranger who helps him fulfill that secret and more.
Playdate with Daddy
By BillyBoy 26 Jun 2023
call me daddy. yes Sir. oh, sorry, yes daddy
A visit to Canada changes my life
By Maikol 11 Jun 2023
I was cleaned up inside and out. He liked that my body was hairless and commented about not having to shave. Dressing me up in stockings, garter belt, panties, bra and a very girly dress all in pink we went to the living room where he sat on one end of the couch and I kneeled in the middle being instructed on how to suck cock.
Secret Kisses (ch. 2)
By luvaslip 7 Jun 2023
Contuing story of young and old beginners as they grow in their relationship. Joni wants all the cock she can give as Kyle tries to make her happy
Caught by Aunt's Boyfriend
By Katie Femboy 5 Jun 2023
Stayed at my Aunts house most weekends, thought the house was empty and got caught in her lingerie by her boyfriend. He ran out quite fast but ended up sending me a drunken text message
Bar Bathroom fuck
By Viki 14 May 2023
A story of how I finally got to courage to dress up and search for a cock to fill me up.
Wife discovers husbands sissy secret
By SecretsissyJ 10 May 2023
Wife forces husband to embrace his sissy side after she discovered his secret stash
Child hood bestfriend helping me open my eyes
By Famsammie 8 May 2023
When I first got started in general with crossdressing my childhood bestfriend help my development all the way around
Seduced and on my knees
By BillyBoy 5 May 2023
Visiting a hotel bar during a gay drag queen weekend, I become involved with some dominant crossdressing ladies
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My Vegas trip
By Jester4fun 24 Apr 2023
My real Vegas trip:)
He showed me I have a girl inside (ch. 8)
By Jerryisjulie 24 Apr 2023
Daddy’s hold on me gets stronger - my lessons continue
Prom Dress Contest for The Boys
By BillyBoy 22 Apr 2023
Having all the sissy's in town show up wasn't as hard as I thought
Bras, Bros and Blowjobs
By BillyBoy 21 Apr 2023
my study buddy caught me playing in my sisters underwear
First time sex as a CD
By Jester4fun 21 Apr 2023
My dream come true
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
Being Used By Dad
By Phaggotry 10 Apr 2023
A crossdressing queer becomes a cum dump for his dominant father.
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!