Lost Bet Gay Stories

190,163 results
Orientation
Length
Source
Infinite Scroll

A White Man's Burdens

by Samuelx on Sep 14, 2017
BDSM

No one knows what it's like to be me. My name is Matthew Marquis. I'm a big white guy of Jewish origin who hails from the incredibly tough and resilient town of Stoughton, in the state of Massachusetts. I was raised by my absentee father and my guilt-inducing Jewish Mama. I finally escaped from my boring household when I went to Bay State University in Bosto...

An Almost Traditional First Date

by Krystal0690 on Sep 12, 2017
Loving Wives

Five years ago I was a happy little stoner chick. I styled hair and did make-up for a living. Most of my friends were gay men I worked with and I felt safe. I got high when I felt like it and was promiscuous with both sexes; never caring about having a future with anyone. Then I met Cody. I can't remember when we first saw each other, just that he took over...

Sarah had Sex in an ABS

by SarahCD on Feb 12, 2019
Transgender & Crossdressers

I first published this experience a few years ago. I prefer to call them 'experiences' since the term 'story' implies fiction to me. My experiences are based upon my real life. Since I started posting my experiences my writing skills have improved a little. While, I cannot change what actually happened to me, I have added some more detail and corrected some...

Life of a Bi Guy

by Samuelx on Dec 17, 2018
Transgender & Crossdressers

What's good, Fam? I'm Kelvin "K-Man" Wattford and I'm a man with a big problem. Alright, let's get certain things out of the way. I'm a Bisexual man, deal with it. I make it with females and with dudes, well, certain dudes. I don't like effeminate males, I find them annoying as fuck. Sorry, but I've got to have some standards. That's not the issue in today's...

Letter from High Coombe

by justincbenedict on Sep 24, 2019
Exhibitionist & Voyeur

Dear Shoeblossom... I don’t know if my involvement with Satanic Silki is my fault, because of my neurosis? You judge... First, my parents were weird, warped people. The oldest of us kids, Breanne, became an adulterous bitch, and my brother Brian’s effect was, he was a cruel asshole. And he ran off with my first wife. I’m Brogan, the youngest, the “sensiti...

Gerina's Work Adventure Ch. 03

by grgy56 on Nov 20, 2018
Transgender & Crossdressers

My penis grew hard beneath my dress. My boss Mr. Peter Bobson, the first Bobson of Bobson, Bobson and Sons stood there in front of me dress in his sexy schoolgirl outfit: Crisp white shirt with tie dangling over his protruding boobs, short tartan skirt, and white, thigh-high stockings held up with garters and black, four inch skinny stiletto heeled Mary Jane...

Black Cuckold Academy

by Samuelx on Apr 9, 2019
Interracial Love

"Black cuckolding is definitely a growing trend," Twyla Jackson said to herself, after reading some truly freaky stories online. The six-foot-tall, curvaceous young Black woman got up from her chair and went to look out the window. The suburb of Kanata, Ontario, sprawled before her, and Twyla allowed herself a smile. Things are getting interesting, Twyla tho...

Down on Your Knees

by Bh76 on Mar 2, 2020
Loving Wives

A flash story. No sex. ************* Aaron Carson is an account executive for Ajax Entry Systems Inc. They sell electronic entry systems; think hotels where you hold the keycard in proximity to the lock instead of swiping the card. He is on the road everyday and spends one or two nights a week overnight out of town. His wife Karen is a SAHM. That's cool...

A Strangers Touch

by Salacious_Scribe on Jul 29, 2019
Exhibitionist & Voyeur

©2015 by Salacious Scribe. All Rights Reserved. Authors Notes This story contains cuckqueaning, voyeurism, masturbation, and clothed female nude male. If you don't enjoy this kind of smut, please choose another story. The part about the AC going out and the open door is true, the rest is pure fantasy from my perverted sex-starved brain. ({*}) ({*}) ({*}...

Assplay

by TonyXxx on Jul 29, 2019
Anal

She's a freak little slut who likes to get kinky. I lean back on the sofa while she gets on her knees to suck my dick. She holds my cock in his hands, cups my balls, licks the tip, kisses it, flicks the underside of the head with her tongue, and then she takes it into her mouth. Oh, it feels good. She fucking likes it. She likes to have my thick cock in her...