Gay Anal Prolapse Stories

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My New Lover Ch. 02

by silverace1 on Aug 18, 2017
Gay Male

You are sitting at your desk concentrating on the job at hand. The phone rings and you swing around with your back to your desk to gaze out the window as your boss starts to tell you the problems of his day. You don't hear your office door opening and closing or the lock snicking close. I quickly doff my clothes and get down on my hands and knees to crawl u...

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...

Fantasy Morning

by wilsuccox on Aug 18, 2017
Gay Male

The hot water felt great running over my body. Both shower heads were set perfectly. The one in front struck my chest, while from behind the water hit high in my back and neck. Just standing there, naked, was very relaxing. I ran my hands through my hair than brought them down to my chest. Gently caressing my chest and nipples as the water ran over me caused...

28-year-old Bisexual Stepfather

by walterio on Jan 31, 2018
Gay Male

Editor's note: this story contains scenes of incest or incest content. ***** VISITING THE LOVELY BOTTOM In what had become fairly routine over the past couple of weeks, Dustin walked down the hall to his stepson's bedroom. His 40-year-old wife Margaret had already left the house leaving her 28-year-old husband at home. As usual, Dustin had fucked Margaret...

Black Cock Party Ch. 11

by MarkLazer on Sep 14, 2017
Gay Male

Since my New Year's Day threesome with Vinny and Dante, it wasn't until that weekend until I saw either of them again. It was actually Sunday afternoon before classes started back up on that Monday when I called their room. Dante answered the phone. "Dude, I'm glad you called," Dante said. "Where you been? Vin's at Cherise's crib and I got the whole place t...

Black Hawk Down

by Dazman on Sep 21, 2020
Gay Male

Black Hawke Down The winter of 2005 was a barren time, sexually, for me. The endless summer of that year was punctuated by an exciting and sexually adventurous bisexual threesome between work friends that died away with the demise of the company we worked for. Thomas was still around for wonderfully filthy transactional gay sex. When I say transactional, I...

Bathhouse Heaven Ch. 29

by glory_first on May 7, 2018
Gay Male

Riding back after the latest 3 hour bathhouse visit, ass feeling really good in a new way, as if it would love to continue being rimmed and finger fucked for another hour or two. Rarely has a visit started so unevenly, and then ending up revealing - and fulfilling - more about my desires, exposed in a place where they are so easily indulged. Men are not al...

It's About Time Ch. 02

by oldfloridaboy on Aug 18, 2017
Gay Male

Having just fulfilled a long time fantasy of sucking a cock and having a load of cum shot on my face my friends suggested we take a break and have a few more drinks before my next lesson. It turns out that Tony and Rob were into what they called flip flop where both would either top or bottom during anal sex. Again as I had mentioned in my first story, in my...

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...

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...