Gay Anal Prolapse Stories

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Quarantine: Day 1

by Gingermedic on Mar 30, 2020
Gay Male

This is my first time writing a story. please let me know what you think! This was not how I expected to spend spring break, locked in my apartment with my roommate for 14 days. We were told we can't leave until the incubation period for this virus was over. I need to think positive to get through this, at least I have my roommate David. A little bit about...

Relieving after a Field Trip

by NicoDeviante on Oct 6, 2020
Gay Male

John was back from a field trip for his PhD thesis. It had been academically very productive, but also all work and no play, ten weeks without sex, John was desperate for cock. He had a debriefing with his thesis advisor and after that he went home and prepared thoroughly for sex, he wanted to be very clean and very sexy. The place to get all the sex he ne...

Anal Sex Ch. 03

by fox-for-fun on Aug 18, 2017
Gay Male

Well now in this part I will be telling you about me having anal sex with my two teachers about one of them I have already narrated in Part - 2. I was alone in the college and it was about mid afternoon once my teacher came to me and asked if I was free for some fun in the evening which I accepted as I was not doing any thing at that time. I forgot to tell y...

Dick Dancers Ch. 02

by KenJames on Jul 31, 2019
Gay Male

"Me." A hairy-chested man with short dark blond hair, a heavy mustache, and beard stubble stepped out of the crowd. He was wearing black work boots, black leather chaps, and a black leather cock ring with chrome snaps. His stiff cock thrust out from his closely-trimmed crotch. The guests cheered. "Go get 'em, Carl," one man shouted. Carl grinned and extend...

Adventures of Wiley Coyote Ch. 21

by wiley4377 on Sep 14, 2017
Gay Male

NOTE: I received several emails wanting more of Wiley's gay action—so here's the final and last story. I was fucking Debbie and her girl friend but it was not as powerful an orgasm as when Jeff plowed my ass. I was missing a hard cock in my ass to stimulate my prostate and I realized that I liked pussy but needed a hard cock too. I called Jeff on Sunday wh...

My Teammate

by Deeplust on Dec 24, 2017
Gay Male

I wrote from a story that was told to me. I asked him about his first time and he gave me vivid details about what happened. I did not send it to an editor as I have given up on Literotica editors. So please skip this story if you need a perfectly edited story. ***** I have always kept myself in shape and prided myself on my appearance. I am not as physica...

A Teen Seduced and Hooked on Anal

by walterio on Jul 10, 2019
Gay Male

INTRODUCTION Eric Williams was lying in bed reflecting on what had transpired that day. In spite of the fact that he had cum four times that afternoon, he was stroking his stiff nearly eight-inch cock. He still had difficulty facing the reality of his actions. At 18 years of age, he was for the most part inexperienced with sex. He had received hand jobs and...

An Enjoyable Bisexual Encounter 02

by walterio on Aug 30, 2017
Gay Male

As they lay in bed together Kurt felt as if they were making love rather than just having male sex. He was fucking Sandy slowly and methodically in the spoon position. They were on their sides but Sandy had rolled his upper body toward Kurt so that his shoulders were flat on the bed. He looked so effeminate with his pretty face staring back at Kurt. As if it...

Convenience Store Sex

by walterio on Sep 14, 2017
Gay Male

I stopped by the convenience store on my home from working out on Saturday morning. I was in the mood for a fresh cup of coffee and something to eat. I didn't feel like fast food or stopping at the diner. When I entered the store there were two people working there and I noticed that one of them seemed to check me out. The guy checking me out was actually ki...

First Time With Joe

by alexcarr on Aug 18, 2017
Gay Male

I was so pleased and happy when I started to realize my true leaning. For years I lived under the misconception that, because I wasn't particularly attracted tin a physical sense o girls, there was something fundamentally wrong with me. It didn't occur to me that I was gay or anything like that. There were guys who turned my head for a second look but that...