After Halloween
By BillyBoy 30 Dec 2021
I wore a girl's dress as a joke to a Halloween party. It was all in fun. Wives and girlfriends were there. But after that, I got a few uncomfortable calls and texts from a few of the men who saw me.
Gay Lingerie Stories
GayDemon's Stories: On this page you can find erotic fiction where you can read about crossdressing men wearing and having sex in lingerie.
First Time Adult Book Store Wearing Panties
By CuriousInPanties63 24 Dec 2021
The first time I wore panties to an adult book store at 19 years old and an older sexy daddy man in his 60's had some fun with me in my panties.
Doctors are human too
By BillyBoy 11 Nov 2021
I forgot and wore some panties to my check-up. The doc was surprised. But he responded differently than I expected.
blow and go buddy gets kinky
By BillyBoy 10 Nov 2021
Joe was always pretty much a Dom. But he seemed to figure out I'd do pretty much anything to suck him off. So he just keeps pushing. Now I have to go out and buy some items he requested. And that is a whole other story!
Crossdressing
By BillyBoy 2 Nov 2021
Envious of the girls always getting to wear those cute little bras and panties.
Macy's gay parade
By BillyBoy 23 Oct 2021
The clerk at Macy's gave me a strange look as he checked out the lingerie I was buying.
The crossdresser
By BillyBoy 16 Oct 2021
Silly me gets seduced by a pretty closet crossdresser. I help her come out, so to speak. And I have a nice time as well.
Self bondage gone right for a change
By BillyBoy 14 Sep 2021
After tying myself up I invite a web chat buddy over to finish tying me, and finish me off, too.
I suppose this is how it all started for me
By BillyBoy 6 Sep 2021
I remember like it was yesterday. Girls' underwear, being tied up, helpless. I guess I loved it
he noticed my panties under my jeans
By BillyBoy 5 Sep 2021
caught in panties by a stranger who wanted me for sex and more sex
Heather (ch. 2)
By Heather_xd 16 Aug 2021
The next stage of Heather s life
Muscle Daddy Wears Lingerie (ch. 2)
By ManScent 14 Aug 2021
I put my arms around Robert's waist, the feeling of sheer and lace against his hard muscles was amazing. I had no idea I would be getting so turned on by this stud dressed like a Victoria Secret Angel.
Made Over
By Victor 27 Jul 2021
College football star meets a man who shows him he can be a stud with a feminine side.
Horny Asian Boi and The Black (ch. 2)
By Lonely Planet Boy 19 Jun 2021
" Be a good neighbor", so my boyfriend sent me to make a good relationship with a lonely straight American , ex Navy.
Lingerie Disaster
By Frank Chainges 31 May 2021
I have always a little lingerie under my suits for work, has my luck finally run out???
Muscle Daddy Wears Lingerie
By ManScent 31 Dec 2020
A muscle stud wears lingerie and gets fucked like a housewife in his penthouse.
Earning Power
By Petr-Johan 25 Sep 2020
Two factory workers find that their boyfriends, bored at home, have taken a fancy to ladies lingerie. Their money is stolen which forces all four of them into a line of work that none of them had ever done before but desperation for funds is very motivating.
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..
Fighter Pilot's Pussy
By Clark Wayne 4 Apr 2020
Bi fighter pilot comes home to find his fighter pilot fuck-buddy waiting for him in sexy lingerie.
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.
Broken
By Clark Wayne 17 Feb 2020
Straight man is attracted to an alpha. He becomes the alpha's toy. He tries to rebel but his new Alpha has decided to fix his attitude and humiliate him. If the closeted straight guy wants to get fucked, he'll have to wear some panties to show his devotion.
Eric Surprises Steve Webb with Expensive Lingerie Before 4-Man Sex
By Naughty Eric 7 Aug 2019
After Eric had drilled sweet horny bottom Steve Webb's ass, Eric went shopping for a gift for Steve. Two hot surprises awaited Steve that night.
My Love of Lingerie, carried me away.
By fetishlover 28 Jun 2018
I love wearing lingerie, and my best pal found out and gave me some help
The Victoria's Secret Male Model
By A. Williams 6 Aug 2015
NO MAN had ever modeled for Victoria's Secret in woman's lingerie and he believed he should be the first. Really...see what happens between the male model and the male photographer...
Used and Abused
By Flyman 19 Nov 2013
A few minutes later I stood in front of the mirrored wall looking at a man dressed totally as a cheap whore with red lingerie and with bright red lipstick on. I had on a long blond wig and felt very slutty. This was my first time in adult women's clothes and it brought back memories of the times my mother dressed me as a girl when I was a little Tot.
I was shopping for a girl
By craig 22 Jun 2012
How I came to be feminized and how I learned to like getting made up and shopping for my lingerie, and other female attire, I was good at being their sexy girl.
Sales Figures
By edknipe 26 Nov 2008
"It is a sound business plan" moaned Chris as he rechecked the figures before him "We're in the middle of a 90% gay owner area and a men's lingerie shop should be booming."