Gay Loser Stories

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Bully to Bitch

by Emily_sweetness on Jul 3, 2019
Gay Male

You know the phrase: 'Karma's a bitch'? Well, I didn't believe it until only recently, although I didn't think it would take me 10 years for me to learn that lesson, the hard way. The name is Josh, let's start from the beginning. 2008 15 years old and still living in the innocent world of secondary school, I was the top of the food chain. Having gone throu...

Rince and Spit

by Compliant1 on Aug 18, 2017
Gay Male

"How's that Dave, does it still pinch the gum?" "It feels much better, Jim. Thanks for seeing me today. I don't think I could have made it until Monday." "Don't worry about it. My softball game was rained out. I'm going to take your plates out to polish them. Open just a little wider. I wish all of my patients were as easy to work on as you. I wish I had a...

The Cocky Young Associate Ch. 02

by boyganymede on Aug 18, 2017
Gay Male

For about a week, Matt and I pretended that nothing had happened, until our mutual desire overcame our inhibitions. Matt and I got together for weekends and sometimes weekday evenings, at either his apartment in Logan Circle or my house in Fairfax. On other weekdays, since we both tended to work later than most other people in the firm, he called me to his o...

Twinks' Trivia Challenge

by Tiberius58 on Aug 18, 2017
Gay Male

I found the offices of TTC Productions on the top floor of a converted warehouse in London's Dockland area. After climbing up eight flights of stairs, I was confronted by a middle-aged guy who said, "You must be Peter. You're the last contestant." The guy led me to a changing room where three other young lads were getting stripped off. We took a shower the...

Black Classroom

by destroywhiteboys on Sep 25, 2017
Gay Male

NOTE: The students represented are all of 18 years of age. The classroom is a senior level course and is populated by all students of senior level education (18yrs) WARNING: I tend to use the "n-word" in my stories quite a bit. If you cannot handle reading that word, then this story isn't for you! Remember that this is a work of fiction and should not be ta...

An Average Day

by Closetfaggotnyc on Aug 18, 2017
Gay Male

This is how an average day goes for me. In addition to being a closet faggot and a liar, I'm also a loser and a chronic masturbator. I'm a loser because I really don't have friends any more after lying so much for the last few years. My friends would call me on a Friday night and invite me out for drinks or to hang out or whatever. But because of my cock a...

Defeated Jock Ch. 01

by maxpotter on Mar 12, 2019
Gay Male

Editor's note: this story contains scenes of non-consensual or reluctant sex. ***** "Stop it Taylor!" Pam slapped Taylor's face. Not hard enough to do anything but give him a little sting, only to register her supposed displeasure. "Stop what?" Taylor moved his hand further up her skirt. They were on the patio of a bar in their college town, but in the d...

A Poker Night

by LetsHaveFun on Sep 14, 2017
Gay Male

It was our Friday poker night and we’d been playing for about 3 hours. Tonight we all seemed to be getting bored with the same old thing. When everybody got up from the table for a stretch, Mark jokingly suggested that we should play strip poker. "Sure," said Tom, even though there were only guys in the house. "You’re kidding," I said. "What, you got somet...

Blowing the Card Game

by Sappho100 on Sep 19, 2017
Gay Male

I would like to thank SanguineAffair for editing this. All mistakes are still mine though. Everyone in this story is over 18. I welcome comments as to help improve my writing. If you have something bad to say, please make it constructive. It is funny how one card can change your life. I and three of my friends would regularly play poker at one of our hou...

Houseguest Humiliation

by BitchBoi69 on Jul 31, 2019
Gay Male

Cuckolded Right Under my Nose in my own Home I used to date this hot guy I worked with who kind of used me. It was a totally one sided relationship. I did everything for him, and he did nothing for me. I would buy him things and take him out to dinner and he never ever reciprocated. Even our sex life was one sided. All he had to do was snap his fingers an...