Gay Anal Prolapse Stories

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Mr. Right Now Ch. 04: Fred Pt. 01

by KenJames on May 4, 2020
Gay Male

It's Saturday night. I'm at a gay nudist party. Technically, the group isn't a sex club. If a guy just wants to hang out with other naked guys, he can do that. But, at most parties, there's a room with gay sex videos playing and live men playing with each other—hand jobs, blow jobs, butt fucking, whatever. I'm standing near the video room's back wall, idly...

Blow and Go Ch. 03

by Jay142 on Aug 12, 2019
Gay Male

It had been more than a month when my colleague Peter and I became suck buddies at a conference while we shared a hotel room. Our cheap company brought us together and the rest is history. Not only did I find another dick to suck but Peter also returned the favor and he found out he enjoyed sucking a dick as much as I do. Our schedules didn't allow us to ho...

Steve and Kyle

by JASONSHOMOEROTICA on Sep 5, 2018
Gay Male

CHAPTER 1 Kyle Sinclair, the main character -- let us call him the hero -- of this story, is a Chicagoan; active, young, muscular, sexually superbly equipped and totally gay. Kyle comes from a working class family living in the western suburbs of the city and has never paid much attention to learning anything at school, which, when he was eighteen he left r...

Anal Peep Show

by wiley4377 on Oct 11, 2017
Gay Male

PEEP SHOW XXX ***It is not recommended to have unprotected sex with first time partners. I was first fascinated at a book with a variety of pictures of men fucking men and women. The anal intercourse was especially arousing.*** It started when I was 19 and for the next five years, I enjoyed anal intercourse with several men. Two men were regular visitors...

Anal Seduction Redux Ch. 02

by wiley4377 on Apr 24, 2018
Gay Male

It was Saturday on a warm spring morning when Wiley woke with a very hard erection. Just four months after losing his virginity to Bill's massive member in the adult bookstore peepshow. He awoke thinking about the day before when Bill fucked his horny ass. Bill was dependable every day whereas George was maybe twice a week. The previous episode was a great...

Jack & Walt Ch. 02

by lovebuns on Aug 18, 2017
Gay Male

[This is my second offering here at Literotica. I had several responses to my first story, and found that I loved hearing your thoughts, praise and criticisms...please let me know how you like this one!] It had been a little over three weeks since that surreal Friday evening that I lost my anal virginity to my roommate and best friend, Walt. We had both bee...

My Real First Time Ch. 2

by janvanwyk on Sep 1, 2017
Gay Male

This is just a carry on what happened between me and Joe after our first meeting: The next morning I woke up next to Joe and I immediately felt my anus which was really uncomfortable with a dull ache, this was probably not surprising after the night of fucking I had gone through with Joe’s very big and thick cock. I got Joe’s telephone number and left cat...

Every Man is a Little Bit Gay

by ChestersBoi on Sep 14, 2017
Gay Male

Hmm.... Which category to post under? Group sex, loving wives, anal? This story could have gone in any of those but, as I've seen very similar tales in Gay Male, and, in the end it's about exploring one's gay side, that is where I'm going to post. Enjoy. C.B. * "They're doing cookery classes down at the local college. I think I might give them a go," Tr...

Danny Comes to Stay Ch. 02

by Robert_Furlong on Mar 12, 2019
Gay Male

Perhaps it's not surprising that my husband had lost his hard-on while he was watching my ex hungrily rimming my splayed hole. "Just gonna get him nice and slippy," Danny had said before plunging his face into my butt crack and giving me the most intense and satisfying rimjob I'd had in five years. As my old flame was slobbering and slurping away at my bac...

Drawn Behind Curtains

by Alluring_Crimson_Shifter on Sep 1, 2017
Gay Male

Joel had a bouquet of roses and was on his way to see his girlfriend Annie. He was in a happy mood. Joel knocked on the door. It was a pleasant day with a bright blue sky, and you could smell flowers and fresh cut grass. Annie opened the door, "Good morning!" Joel stepped in the door, "Here this is for you!" He gave the bouquet of roses to Annie. "For me...