Gay Anal Stretching Stories

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Orientation
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Infinite Scroll

Teacher's Pet Ch. 05

by Goldeniangel on Sep 14, 2017
Gay Male

Author's Note: This story contains both oral and anal gay sex. Enjoy! =) -------------------------------- When Cory came back the next afternoon, he wasn't as surprised this time to find Sam there too... it did surprise him a little that both Sam and Mr. Peterson were both just sitting there waiting for him. But he was welcomed with a warm smile from his t...

How it is with Timothy...

by alexcarr on Aug 18, 2017
Gay Male

"Oh Timothy, Timothy, you sent me insane, Just the way you call me by that name," I whispered over the mobile, hoping - just hoping he was going to make his usual Sunday visit and fuck me good. "Well if the name fits, use it!" Timothy replied with that certain tone of voice which he knew would turn me on. I loved him very much and wanted him to love with m...

Pegging Peter Ch. 04

by KenJames on Mar 19, 2018
Gay Male

* * * * * * * * * * Note: This is a BISEXUAL story. It has male-female sex, as well as male-male sex. * * * * * * * * * * Peter had only played spin the bottle a few times. The last time had been while he was still in high school. He was sitting cross-legged on the living room carpet, opposite Mark. Peter's wife Kyra was sitting beside Peter, facing Mar...

The Ultimate

by silverace1 on Aug 22, 2017
Gay Male

We have stripped as we came into the house and headed to the bedroom. As we passed down the hallway, I asked you if you trusted me. Your response was in the affirmative. I told you I wanted to experiment and that you had to be my submissive this time; it could be your turn next if you wanted. With some obvious trepidation, you agreed but only after I promise...

Masturbate Fantasy #128

by writedoctor on Sep 14, 2017
Gay Male

Journal entry December 1st. Thursday evening. And Christmas looms closer. All the ads and shopping etc...Can't wait for it to be over. Bah-Humbug. Haha. This month actually turns out to be slow business wise. Quiet around the house. Will try and make plans with wifey this weekend. That lingerie store on Route 1? There was a movie she'd hinted at. Closing o...

Andrew's Bum Boy Fantasy Cums True

by Johnkeats on Aug 30, 2017
Gay Male

Andrew arrived outside Tim's house, he parked and then got out of hi car, at the foot of the drive he hesitated, then steeling himself, walked towards the house. He nervously pressed the door bell, the seconds seamed like hours, he almost turned around and ran, the light came on the other side of the glass, and saw a tall dark form approach the door. The doo...

An Old Friend Ch. 03

by jjdtx on Sep 19, 2017
Gay Male

Chapter 03: The last time together Once back from dinner, I had Joe strip and bend over the back of his couch. I carefully removed the large butt plug from his ass, his hole remained gaping open. I quickly dropped my shorts, coated my cock in baby oil and slide it into his wide open ass. His anal walls adjusted to my cock and he groaned as I slide deeply in...

The Real Thing with John

by alexcarr on Aug 18, 2017
Gay Male

I laid there in my element. At last I had found someone in John who understood me and my loneliness on this planet earth. I was just so terribly shy it held me back from making friends. I thought at first John was taking advantage of my disposition when, what I thought was going to be just a plain and simple friendship, turned out to be much more than that....

My New Best Friend...My Ass

by bisuffolkguy on Feb 12, 2019
Gay Male

My sex life has been pretty bad lately. I've been single for over a year, and even before that, I'd say that at best my sexual prowess would be considered "vanilla" - and that's giving me some credit that I probably don't deserve. Let me give you some back story. I'm a gay man who's doing far less than my dirty mind would like to be doing. Yeah, I've had so...

How I Lost My Anal Virginity

by silverbullet2211 on Aug 18, 2017
Gay Male

This is a completely true story as to how I lost my anal virginity about a year ago. This is also my first time posting on here. Constructive criticism is more than welcomed. Hope you enjoy. ***** I had previous success with posting to Craigslist. I had met a few times before, but it was just for some oral play. Ever since I was eighteen I wanted to be fuc...