Gay Embarrassing Stories

1,577 results
Orientation
Length
Source
Infinite Scroll

Old Man Discovers... Ch. 43

by tnwriter on Sep 14, 2017
Gay Male

last sentence chapter 42-"I hope you didn't do it for me" "OH, hell no. Well maybe a little. The gut was beginning to become embarrassing and the chicken neck was a disgrace. I was surprised at my recovery time. It's such a new me that I'd love to parade naked in front of the ex," Fred say's. "Well, you can parade naked in front of me anytime," I say. Fr...

Gaining Experience

by woman_inside on Jan 16, 2019
Gay Male

I was seemingly an ordinary Mexican guy walking down the street in a conservative Mexican town in the early evening. The street, a narrow street near downtown, was nearly deserted, and nothing indicated I was at the right place other than a tiny rainbow flag at the door. I rang the doorbell - the door unlocked almost immediately and I quickly stepped in, awa...

Puzzle Pieces

by JacobGoody on Aug 30, 2017
Gay Male

*** This is a fictional story of a scenario that I think is all too real for most gay and bisexual men, even in this day and age. Too often, I think we forget that we're all just confused, lost people bumping into one another in life, and that doing so often has a long lasting effect on each other. I didn't want to spend too much time here going over relatio...

Summer Camp with the Brothers

by Istudylife on Aug 18, 2017
Gay Male

I'm not sure where to start telling this story, but here goes. I was young and still a virgin the summer I went to camp for two weeks with the Church Brothers. Virgin as in I knew absolutely nothing about sex and young as over 18 but not quite 21. Hard to believe, but at my age I still had never masturbated. My parents wanted me to become a Priest and so mad...

Friendly Favours Ch. 02

by dreamweaver705 on Sep 16, 2017
Gay Male

Chapter 2: Hazard Pay Things went on that way for a while. Lee would continue to give me a ride to and from work every day and my wife became accustomed to me doing what she thought were odd jobs around Lee's house to help raise some extra cash while we were feeling the pinch trying to make ends meet. Little did she suspect the true nature of the odd jobs I...

A Kept Sissy Boy

by keptsissy on Sep 19, 2017
Gay Male

"You need your butt paddled, don't you?" When I responded to his 'Dominant Male' ad I knew what I wanted, what I might be in for. I masturbate to nothing other than being used by a real man. But I didn't know this man would exploit that completely at the time, be as good at it, as addictive as he is, make me his full time sissy 'girl'. It started out two...

Casey's Reunion

by ChaseAndSuck on Sep 14, 2017
Gay Male

This is the conclusion to the Casey Trilogy. Enjoy! ***** So here we were. The night was finally here. The high school reunion. Awhile back, Casey said he'd had big plans for me tonight and I couldn't help wondering what he'd had in store for me. It's been a couple of months since Casey turned me into one of his cocksuckers, and he's kept my mouth busy le...

Rest Stop Ch. 01

by sr71plt on Sep 15, 2017
Gay Male

We were tooling down the highway in the early evening at a pretty good clip in my BMW Z4 Roadster when Perry started to get frisky. Perry was this hulking blond roommate of mine who also was on the football team, but who was a couple of years older than I was and played first-string tailback. I'd just started college this year and was still warming the bench...

The Hotel Hookup

by Wiseone345 on May 22, 2019
Gay Male

I had never done anything like this before; it was risky hooking up with someone you met on an app. You hear about it all the time. He could leave me bloody and bruised on the side of the road after taking all my money; hell it could be a group of backward thinking Neanderthals wanting to kill me. Or worse yet, he could destroy my life in another way; I was...

Ethan's Exploration Ch. 01

by imp22 on Oct 15, 2017
Gay Male

This is a Master PC story based in JR Parz's original universe, so credit for this idea must go to him. It also draws heavily on Varun1987's Master Program series, which I highly recommend. I haven't seen any gay fiction in this area, so I thought I'd take a shot. All characters are over 18. Any resemblance to real persons, living or dead, is purely coincide...