Gay Accidental Penetration Stories

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His Loving Beauty Ch. 02

by AaronCromwell on Sep 16, 2017
Gay Male

Even though the penetration hurt like hell most of the time that first night, despite Damon's tender loving, the sex was still incredibly fulfilling. It was the way Damon's body on top of mine completely immobilized me as I lay on my stomach. It was how he consoled me with sweet whispers into my ear, telling me, "I got you, babe," while pumping in and out of...

Not Just Anyone Ch. 02

by Cleanphil on Mar 18, 2020
Gay Male

This is a work of fiction, and any resemblance to real persons or events is unintended and purely accidental. This is part two of a series. If you haven't already done so, it is best to read Chapter 1 first. As there is no story category for bisexual male/MMF, I thought the best place for it was in the Gay section. Cleanphil ~~~ It was a gorgeous and uns...

Not Just Anyone Ch. 03

by Cleanphil on Apr 1, 2020
Gay Male

This is a work of fiction, and any resemblance to real persons or events is unintended and purely accidental. Intended for mature (50+) audiences. All characters are over 55. This story contains scenes of incest. This story is part 3 of a series. If you haven't already done so, it is best to read Chapters 1 and 2 first to familiarize yourself with the char...

The Bonding

by Cleanphil on Jun 8, 2020
Gay Male

This is a work of complete fiction, and any resemblance to real persons or events is unintended and purely accidental. All characters in situations described herein are over 18. There are probably thousands of gay-first-time-in-the-wilderness stories here on Lit; I hope that you find this one just a little bit different, and heartwarming too, in these tryi...

Sweet Asian Zing!

by rodneysteele41 on Aug 18, 2017
Gay Male

After graduating, I took on a position as an instructor's aid during my graduate studies year. I was amazed at how many young students not only sought out my assistance, but several even sought out my bed. One of these young men was Japanese-born Kyoshi Yuzuki. Kyo, as he liked to be called, was a very flamboyant young gay man and flaunted it quite openly. I...

A Life Well-Loved

by bhart1 on Aug 18, 2017
Gay Male

Sunday morning, June 9, 1996...it was our first anniversary and just over a couple of weeks shy of my forty second birthday. My eyes fluttered open to see 9:47 displayed on the digital clock by our bed. I felt Chik's warm mouth gently nursing on the head of my morning hard-on and I looked down over the crest of my belly to see his head barely bobbing under t...

Encounter

by Otazel on Aug 18, 2017
Gay Male

Gregory had often wondered how he would react if a man ever came on to him. He wasn't gay or even bisexual, just that little tiny bit curious. He'd never touched another man's cock, never even seen an erect one in real life other than his own, but somewhere in the back of his mind was that seed of curiosity. What would it be like to have another man's cock i...

Romeo, Where Art Thou Going in Life?

by walterio on Sep 14, 2017
Gay Male

Romeo had just turned 18 years old and he was still struggling with his sexuality. He was a very pretty boy who looked more like a girl than a young man. Because of his physical attributes many of his classmates assumed he was gay. As such girls were not attracted to him and many of the boys mocked him. Romeo was striking in his own way with dark curly hair...

Spark

by carsonshepherd on Aug 31, 2017
Gay Male

I haven't felt it in a long time. When you're with someone for six years the spark kind of dies down into a little ash-covered coal. If you're lucky it won't blow out entirely. So I'm attached in a rather permanent way… I know I shouldn't be feeling this. I shouldn't be playing. I didn't mean for it to happen; it started out so innocent. But I can't help i...

On the Subway

by CyanideT on Feb 6, 2018
Gay Male

It was rush hour when Takeshi boarded the subway. The commuters, himself included, moved as a single pack to enter the already crammed car, pushing their way inside, trying to find one of the ideal positions to grab on to something. There were so many people inside it didn't really matter, he would have been hard pressed to even touch the ground with his han...