Gay After School Stories

21,329 results
Orientation
Length
Source
Infinite Scroll

Fun with Roger

by tall758 on Jul 17, 2018
Gay Male

Joyce and Roger were best friends of my parents and lived a couple houses down the street from the house where I grew up. At some point, I had become an oral servant to Roger, a short balding guy that sported a hairy beer belly and an equally hairy thick five inch cock. Shortly after my 18th birthday, Roger began requesting "help around the house" on a more...

Ben Cheats with Me

by Throwgay1999 on Dec 9, 2017
Gay Male

Continuation of me and Ben's relationship ship, in which I fuck him even though he has a new boyfriend. After Ben railed me out on his couch, we talked a couple more times after that but I got busy with work and I think he thought I wasn't interested because I kept telling him I couldn't meet. Which wasn't my fault because I was working. After 2 weeks I was...

Man-to-Man Intimacy

by sparktj on Sep 14, 2017
Gay Male

I've written in my other stories about my bisexuality as a 54yo male living in the southwest of England. This shorter piece was written for a female friend of mine, who I met in the Literotica forums. She loves reading about man-to-man sex and wanted to me to relate my most recent experience. I wrote this piece for her; it's all true, and she really got off...

Surrogate Loving

by sr71plt on Sep 16, 2017
Gay Male

I was stretched along Andrew closely, embracing him with one arm, while I stroked his ass with the supersized lubricated cock dildo. He was making all of the right noises, but I could sense that the passion just wasn't totally there. He wasn't writhing or trembling as he had been doing for years under the attention of my own cock. That was the unspoken miss...

My Secret Dreams Come True Ch. 5

by southernboy81581 on Aug 18, 2017
Gay Male

I held his hand tightly as I walked to the dining hall with him. My whole body shook. As we took the first step into the dining hall I took a good look around. The table was at least 30ft long and every chair was filled, except two. I felt every eye on us as we moved to our seats. Will seemed perfectly calm and I hated him for it. Conversation was go...

The Life He Loves

by Greatguy2know on Aug 18, 2017
Gay Male

Disclaimer: The following story may contain erotic situations between consenting adults. If it is illegal for you to read this please leave now. Any resemblance between the characters and any real life person is completely coincidental. Please do not copy or distribute the story without the author's permission. This is the story of a guy who discovers in...

My Real First Time Ch. 2

by janvanwyk on Sep 1, 2017
Gay Male

This is just a carry on what happened between me and Joe after our first meeting: The next morning I woke up next to Joe and I immediately felt my anus which was really uncomfortable with a dull ache, this was probably not surprising after the night of fucking I had gone through with Joe’s very big and thick cock. I got Joe’s telephone number and left cat...

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...

Would I Have Liked It Ch. 03

by trubrit on Aug 18, 2017
Gay Male

I think I might, in fact I do! After my last Journey into that place between fantasy and reality, I thought I must try and resolve my doubts. I joined an internet chatroom, and got chatting to a young TV from the north of England. He asked me to call him my special little girl friend; we were just posting photos and messages to start. As time passed she as...

Young Man's Gift

by sr71plt on Aug 18, 2017
Gay Male

"Auburn and curly, you say?" "Yes," I answer after a moment, after the directness and shock had dissipated, both embarrassed and being turned on—but trying just to convey the embarrassed part. I'd played tennis with our new, young neighbor, and, the day being hot and wanting to be friendly to the new guy on the block, I'd readily agreed to go home with him...