Gay Anal Stretching Stories

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Infinite Scroll

Sleeping with Richard

by alexcarr on Aug 18, 2017
Gay Male

Richard was divine. This morning I discovered the real guy who slept with me for the very first time. It was something that had not come lightly in a brief romance. We seemed to instantly gel with each other and as our meetings became more regular, it seemed right that I should move in with him to share his rent and for us to share each other. As I felt h...

Insatiable Ch. 01

by RandyAlabama on Oct 6, 2020
Gay Male

All people in this fictitious story are over 18 years of age. All characters are fictitious and if anyone seems familiar it is purely coincidental. *** Kevin had turned 19 years old. It was like a clock had awakened inside him. He had seen his friend Johnny 30 years old and had gone through some hypnosis sessions with him. Johnny had put suggestions in Ke...

Jaunty Has Changed

by alexcarr on Aug 18, 2017
Gay Male

I was so looking forward to Jaunty's return from a spell in Australia where he had some business to attend to in Melbourne. When he left we were like super glue, never to be parted and I have never ever known a guy who keep it up for so long, which kept me in good stead and away from predators that, seeing a stupid advert someone had inadvertently placed on...

Making it Stretch

by alexcarr on Aug 18, 2017
Gay Male

I could tell Roger was getting agitated with me. "Will you just stop gritting your teeth when I am trying to fuck you?" I didn't realise I was doing it but his efforts were hurting, even though he had dowsed me with K-Y jelly. I guess his patience was getting a trifle short because he couldn't get his regular fuck of me. Well it had been a few months sinc...

Jack Hammer Ch. 03

by KenJames on Dec 25, 2018
Gay Male

The sky was just turning pink when Jack quit trying to sleep and got up. He took a long hot shower and then fixed breakfast-bacon, eggs, and lots of hot black coffee. Jack felt better after he'd eaten. He took a fresh mug of coffee into the office and turned on the computer's monitor, then changed his mind and sank into the easy chair. He sipped coffee and...

The Interview

by 1suitedbi on Sep 14, 2017
Gay Male

You greet me in your 3pc pinstripe suit, as I walk into your office, showing me to a seat in front of your desk, you perch on the edge of your desk pulling up a trouser leg as you do, revealing a ribbed sheer silk sock clad ankle. You start your questioning of me, however I can't take my eyes of this gorgeous man in front of me, are you teasing me? As you...

Dick, John and Me Make Three

by alexcarr on Aug 18, 2017
Gay Male

The most scary thing that has happened t me is when I was cornered by two guys after the snooker club night. And there was In thinking they just wanted to be friendly, inviting me to their place for drink. I'd just said goodnight to Richard who was a little bit rattled because I'd beaten him three games to one. I had hoped he'd maybe come to my place becaus...

A Day at the Beach - Tom's Story

by CaliforniaDreamer on Aug 12, 2019
Gay Male

I am a middle-aged man who just a few years ago discovered the pleasure of sucking another man's cock and getting fucked in the ass. I don't know if that makes me gay and don't really care if it does. I like sexual pleasure and I take it when and where I can. A local nudist beach is one place I occasionally find it. I go there once a week or so hoping to hoo...

Low Inhibitions

by impact499 on Aug 18, 2017
Gay Male

When I'm horny even as much as a heterosexual male as I am the idea of having another man take me raises its ugly head. I remember it started so innocently. I don't know how old I was but I know even now that it started with pornography. I loved women and I loved looking at women. It didn't matter if they were white, black, Asian or Latin as long as they ha...

A Surprising First Pt. 02

by Fantastiguy on Sep 14, 2017
Gay Male

Author's note: First of all, thank you for the positive comments on Part 1. I appreciate them all. Secondly - I have never been with a man sexually. It has always been just a latent, occasional fantasy. But I must admit that writing the first story made me hard. If you haven't read it you should start there. ***** David and I were still laying naked in my...