Gay Anal Stretching Stories

6,645 results
Orientation
Length
Source
Infinite Scroll

Please Don't Stop! Ch. 02

by alexcarr on Aug 18, 2017
Gay Male

I simply adore the way Danny likes to fuck me. I love him I really do. It is not just sex any more it is much more than that, But the sex play stirs my passion to remarkable boundaries and, recently having discovered the thrill of Japanese sex toys, I was in my element with Danny, who was always a willing horse for anything, as long as we both felt we were c...

They Take Me, Won't You?

by curiousinmumbai on Aug 18, 2017
Gay Male

True story! I was standing naked in the bathroom corner, forehead leaning against the wet marble tiles & my ass pushed out to meet Hemant's hand as he kept thrusting deep into my hole with two fingers well past the knuckles. Our jeans & underwear were lying in a pile by the locked door & we were both pressed up against each other. Hemant was naked too & nuz...

Ambrose And The Rent Boy

by alexcarr on Aug 18, 2017
Gay Male

Putting it mildly Ambrose, my first West Indian patron was much bigger than I had envisaged. And I don't just mean torso wise, he was a tall guy yes, and sturdy but not overweight but he had a huge erection which created a bit of a problem. But the thing is, from the first time I met him on a social network I liked him, he was all smiles and had bundles of...

Trysting Ch. 03

by highwayman2 on Sep 14, 2017
Gay Male

The storm came sometime in the night, and we awoke to the sound of rain on the roof. Even with three in the bed, it was plenty roomy, and we all awoke firm and hard (surprise, surprise). After a small amount of casual foreplay, Dave led the way to the shower. We took out time, enjoying the warm spray on our bodies, lovingly soaping and caressing each other....

Anal Patrol

by REINER BENT on Aug 18, 2017
Gay Male

One night, I was driving my Ford in an empty highway. I was so eager to arrive at my destination that I was going really fast, way past the speed limit. Suddenly, I heard a siren and saw a patrol car right behind me. When I turned around and looked back, the policeman gave me a signal to pull over. I obeyed, cursing my damn luck. When he approached my vehic...

Joe's Extraordinary Library Visit

by Jack Gates on Aug 18, 2017
Gay Male

Being an author on Literotica I get a lot of feedback from both male and females concerning first time anal sex. From women who are curious because of pressing lovers who keep asking them to bend over backwards to please them. Then there are bi-curious guys desperate to feel a cock inside their bums and scared stiff to ask a guy to do it. Personally, I was...

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...

I Begged My Friend For Cock

by PoorBoyMe on Sep 14, 2017
Gay Male

My favorite part in adult flicks, was to watch the bitch drop to her knees and lick the man’s cock. I loved watching the cock fucking the mouth of the subdued bitch. I also loved the sight of the whore getting showered with thick white mancum on her well fucked face. I knew I had to try it. Only, I didn’t want to shove my cock in a woman’s face. I wanted to...

Paul's First Assfucking Pt. 02

by JohnLeslie on Sep 17, 2017
Gay Male

I woke up on the soft rug under the couch where Gary had roughly taken my anal virginity. I was sandwiched between Gary and my girlfriend Michelle. I had a raging hard cock and began caressing Gary's ass. As Gary woke up I turned him around so he was laying on his side with his ass pushed out towards me. I put a little coconut oil on Gary's asshole and rubbe...

Naked Scott Ch. 04

by tattoo_dragon on Mar 9, 2020
Gay Male

Writer's note: this scenario contains some extreme dominance and submission. Just a heads up in case that is not your cup of tea. *** I went to the refrigerator and got myself another bottle of water. The liquid was wonderfully cold as it ran through me. I felt it refreshing and restoring my body after so much intense action. I finished it off with a sa...