Gay Sloppy Hole Stories

12,925 results
Orientation
Length
Source
Infinite Scroll

Heading to the Bi-Way

by knotoverthehill on Sep 25, 2017
Gay Male

CHAPTER 1 Like a lot of guys, I can't pinpoint exactly when it happened, but at some point in my life I started fantasizing about having sex with another man. Maybe it was always there. As the years went by I enjoyed a varied sex life. My first live in girlfriend really liked to experiment. This was my first experience with anal sex. She seemed to enjoy it...

Too Young Pt. 02

by SWhite1982 on Nov 24, 2017
Gay Male

Dear Readers, I apologize for the time of which I've taken to get the next parts to you. I know a lot of you were hoping for another chapter of "Prom Night." If you've taken a look at the comments on both the last chapter of that story and the previous chapter of this one, then you know now that I still intend to continue both of them. If you haven't stumb...

Gametime

by secondstring513 on Oct 15, 2017
Gay Male

I am not really certain how I got into this situation, it all seemed to start innocently enough. I was on the road, staying in a pretty upscale hotel in St. Louis, and after changing into a golf shirt and loose pair of shorts had gone to the bar to have a drink after dinner. There was an early season college football game on the TV behind the bar so I sat on...

His Hot Gay Assistant Ch. 04

by walterio on Aug 27, 2018
Gay Male

AUTHORS NOTE: There is a brief description of a heterosexual encounter in this chapter. BACK TO CHICAGO On Friday following our Caribbean vacation we were on a plane back to Chicago. It had been an interesting vacation to say the least. We had had a great time and had an opportunity to have sex with two beautiful people. On Thursday night, Michelle and I...

Listen with Your Heart

by robcub32 on Sep 14, 2017
Gay Male

"Jason. Remind me again why I'm doing this?" I asked my older brother as I got out of his car. "Jordan, quit bitching. I really like Patty and she needs someone to look after her brother." "So, I'm supposed to somehow entertain him while you go get laid?" "Exactly. Besides, she says he's a fag, so you maybe you can get laid, too," he chuckled. "Remind me...

The Hanky Code Pt. 01: Winning

by His_fag_wife on Sep 14, 2017
Gay Male

I strolled down Folsom street heading towards one of the better known gay S&M stores nestled in the heart of San Francisco. Though I had no idea what the weekend held in store for me, I found myself nonetheless excited to be visiting again and yet, just beneath that electric excitement was a sense of nervousness about entering a gay adult shop. I was after...

Dormitory Slut

by Boxlicker101 on Sep 14, 2017
Gay Male

Lester Logan woke up on Saturday morning after the best night of sleep he had been able to get since beginning college and moving into the dormitory at State University. He somehow felt at peace with the world, and he suddenly realized why. On the previous evening, he had come back to his room from the library and had seen Stanley Brady, his roommate, sleepi...

Plotting a Course Ch. 06

by VaRiverWriter on Sep 25, 2017
Gay Male

Chapter 6: Fleeting Moments Another month had passed and I was ecstatic that after class tomorrow I was heading home for Thanksgiving break. I had declined Matt's many attempts at getting me to join the water polo team, but I still saw him twice a week in class. He was always friendly, and fortunately had stuck to his word and hadn't made anymore advances t...

One More Time Ch. 09

by JKendallDane on Sep 14, 2017
Gay Male

Life changes and serious questions for Brad 8===> The next year became a jumble of 'same old, same old' familiarities mixed in with new spheres of experiences. It seemed as if every part of my life was a combination of both old and new. I tried to present an 'in total control' persona, but it was mostly a facade since I often felt as if I was on a never-en...

Cock-Sucker Tales: The Random Rod

by tristantrotsky on Sep 14, 2017
Gay Male

We proudly present the first in a series of unjustly neglected underground classics of erotica, revived and reinterpreted for your entertainment and pleasure by Tristan Trotsky, a noted dilettante of decadent literature. * Erotica is wonderful. The only genre of literature with the potential to produce a directly observable physical change in the reader. I...