Gay Anal Sex Stories

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Enamored With a Pretty Gay Trainer

by walterio on Aug 18, 2017
Gay Male

THE DISCOVERY Coach Brian Wilson decided to go to his office on a Saturday morning. He was the coach of a small college wrestling team in Southern California. He had already run his five miles that morning so he decided to get some paperwork done at the office. His wife Wendy was playing tennis with the women that morning so he would not be missed. He was i...

Her Seductive Gay Brother

by walterio on Sep 25, 2017
Gay Male

AUTHOR'S NOTE: This story contains straight sex, bi-sex and gay sex. It is listed under the category Gay Male because of the bi-sex and gay sex which is more descriptive than the straight sex. ***** PRELUDE A soft hand embraced my stiff member and held it gently then I realized that I had a raging piss hard-on. "Good morning sleepy head. Did I wear you ou...

Anal Cherry Busted

by niplock on Sep 14, 2017
Gay Male

Up until a few months ago, I was strictly a heterosexual male. I was never even curious about having sex with another man, but after a divorce and several failed relationships I decided that I needed to at least explore the possibility. So I decided to read up on man to man sex on the internet and check out some of the porn sites to see if I had any intere...

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...

2nd Time learning Oral and Anal

by RandyAlabama on Jan 29, 2020
Gay Male

This is a continuation of my First Time where he fondled, had oral sex with me and had anal sex with me: Jim was a friend of the family. Well liked and popular. He had an easy going attitude. He was 33 years old and I was 18 years old. I had taken him up on his offer to come to his house and we would have some fun. Jim gave me a cola and some Bourbon like t...

Fun and Games Ch. 04

by jm02201960 on Sep 15, 2017
Gay Male

We both got dressed and went out into the living room and he put on a movie called Trainspotting which is actually a cool flick. I relaxed on one of the chairs and we both started to watch it. About halfway through the movie, he just blurted out, "So do you want to fuck each other in the ass tonight or are we done?" I scooted my ass around on the chair as i...

Rear Windows Ch. 03

by KenJames on Nov 12, 2019
Gay Male

"Jesus!" Clark jumped to his feet, staring at the two big sexy black men who'd just walked into the room. They were obviously brothers. Both were tall and muscular with rich chocolate skin, warm brown eyes, and lush lips that invited kissing. One was Clark's height—6' 2'—and the other at least two inches taller. The tall sibling was a serious bodybuilder, w...

Sex Agogo for Gregory

by JASONSHOMOEROTICA on Aug 18, 2017
Gay Male

An Imaginary Homoerotic Tale By Jason Land * FOREWORD This is a sequel to my earlier story: "Gay Sex for Gregory", which was posted on the Literotica website on 09/19/2015 (September 19 2015). Whilst the present story and can be read as stand-alone tale, I would recommend my readers, first to read the earlier story, "Gay Sex for Gregory" as it will make...

Bathhouse Temptations Ch. 05

by glory_first on Sep 14, 2017
Gay Male

My reaction in the steamroom to his finger touching my ass was pure sluttiness, moving my hips to encourage further explorations. I'd already been involved in a delightful threesome, then sucked by a couple of men. Including one who tried, at least twice, to have my slick rod enter his ass - after I'd already played with his naked cock as another man fucked...

Men of the Road Ch. 02

by walterio on Sep 14, 2017
Gay Male

DAY TWO On Friday morning Jake started to stir as he slowly woke up dreaming that Brent was sucking on his dick. Jake reached for his cock and found the soft hair on the head that was bobbing up and down. Jake opened his eyes when he realized he wasn't dreaming and looked down at Brent who was sucking his cock. Brent was giving Jake an incredible blow job a...