Lost Bet Gay Stories

190,163 results
Orientation
Length
Source
Infinite Scroll

The Challenge

by vicw1392 on May 3, 2014
Bisexual

Before you start your challenge, you need to determine who you are...What's next? Male Female Neither What's next? Male Female Neither...

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The Bisexual Man's Quest

by Samuelx on Feb 12, 2019
Erotic Couplings

After his recent threesome with his dominatrix, Mistress Trina, and her Heteroflexible husband Jacques Philemon, Stuart Pierre felt like going back to basics. The male/male/female threesome had been enlightening, to be sure, but he wanted to get back to normal. A lot of Bisexual men became so focused on males that they ignored the charms of women, and where'...

The Gynecomastia Kid Ch. 01

by Johnboy9 on Sep 14, 2017
Transsexuals & Crossdressers

This story will be told in first person narrative but this first part is written in third person narrative because the first person, or main character, is unaware of the events unfolding in this scene. ***** Inside the kitchen of her boyfriend's house Crystal makes a last ditch effort, calling his stepmom, Dr. Burns, for help: "Crystal, you're saying all...

Joel's Stressful Afternoon

by justincbenedict on Jul 18, 2018
BDSM

"You are, too a crybaby." Yvette smiled as she said this to the perspiring Joel, her ever devoted older boyfriend. They'd just come in from walking home with ice cream cones. "You complain, and whine and wimp out. You're a big sissy." Joel, not yet scenting the danger, protested good naturedly. "I don't think that's true. I do give you your own way a lot,...

Mike and I

by Glorphix on Nov 27, 2018
Transgender & Crossdressers

Disclaimer: This story is fiction, and maybe not very good. It has a bunch of offensive words in it that I don't condone the use of outside of a fantasy context. *** "A fag", chuckled a deep voice, "I knew it from the first time I saw you". I spun around with a yelp, face burning red. Mike stood in the doorway, leering at me. An open can of beer was in h...

Guess What?

by Ashson on Sep 14, 2017
First Time

Jenny was practically dancing as she headed out for her rendezvous with Angelo. She'd thought long and hard about her decision and she thought the time was right. She was of age and she loved Angelo, so why shouldn't she show him how much? Their relationship had progressed from casual, to not so casual. With the not so casual had come the kissing and the p...

Knot Ready

by SplathouseFiction on Sep 12, 2017
NonHuman

"Oh come on, man. It's not THAT big." Todd rolled his eyes, and took a long drag off the bong. He coughed, smoke curling from his lips as he shook his head. "Dave, I'm not shitting you. It's absolutely huge, like...well, like this," said Todd, forming his hands into a baseball-sized semi-circle. Dave just sighed, and motioned for the bong. Todd obliged, a...

College Stud is Insatiable

by walterio on Sep 19, 2017
Novels and Novellas

AUTHORS NOTE: This story is about a very sexually active young man who particularly enjoys anal sex. He has sex with his female classmates, teachers, school staff, some classmate's mothers and bisexual sex with his gay roommate. PRELUDE On a dare from his male classmates, Matt agreed to take his cock out n class. He was seated near the back of the room sev...

I"M Not, Really, I'm Not

by gbr2004 on Sep 14, 2020
Fetish

I'm finally getting settled in my new place. I have just moved to LA from Kansas a couple weeks ago and had been set up in an apartment by the sales office at the advertising agent who had hired me right out of college. I was so excited to be in a real city and it was so much different from the rural area I had grown up in. College had been fun and I had don...

First Time Nude Beach Blowjob

by speedodave on Sep 17, 2018
Group Sex

My server admin Kip runs all the important tech stuff for all of my blogs and sites. He is brilliant and I wouldn't have a business if it wasn't for him. WE met years ago through my previous server administrator who was given a job at one of the mega tech companies and he suggested Kip. The role doesn't require that someone has a speedo fetish or are even g...