Gay Chastity Boy Stories

10,280 results
Orientation
Length
Source
Infinite Scroll

Just Ask Ch. 05

by haydentwaters on Sep 14, 2017
Gay Male

He gives me a taste of his world and I try not to feel out of place... Thanks so much for your positive, kind words about my work! It really does keep me going, even if the going is slow (for which I am sorry). * * * * * I am dragged out of the curiously dreamless solace of slumber by an incessant buzzing. My alarm- ugh. I reach under my pillow, where I k...

Lost & Found Ch. 02

by DWSimon on Sep 25, 2017
Gay Male

I left Simon’s house in a mixture of shock, remorse, and despair. I made it about two blocks before the images of his scars and the nightmare flashes of him lying on the gym floor, covered in blood, had me on my knees, retching. I had thought it was just a nightmare, brought on by my guilt over not being able to accept that I was gay. I thought the nightmare...

Silk House Pt. 01

by jaiunus on Mar 12, 2019
Gay Male

Author's Note: This story is all about spandex and focuses a lot on the "dressing up" portion of play, as it is the author's favorite. Just a heads up. Happy reading! ***** There were two things I was absolute certain about myself when it came to my personal sexual pleasure. One was that I had an incurable desire to wear, see, and feel spandex. That much...

Alpha

by Rapska1yon on Jun 5, 2019
Gay Male

When I stop to think about it, I can't believe how much my life has changed in the last year. Everything I thought I knew about myself has changed drastically. Let me start by describing myself. My name is Peter. I'm 37, a project manager for a mid sized, well established tech company. I'm 6', 190 lbs, and I try to keep myself in decent shape. I've been happ...

The Swim Team

by Kent100 on Jan 6, 2018
Gay Male

I was 19 years old when Cindy told me she was pregnant. We had both just finished high school together and had been dating for over two years. Cindy was absolutely gorgeous, a total hottie and we were both heads over heels in love with each other. I felt so lucky to have her, as I really thought she was out of my league, and did not look at her revelation as...

Explorers

by T@nman on Apr 3, 2019
Gay Male

High school was a good time for me. I did o.k. on grades and I had a girl friend and some buddies. My girlfriend’s name was Lana. She wanted to be a journalist. She wrote for the school newspaper and she was on the school annual staff. She and I became friends when we both joined the Camera Club late in our Freshman year. She wanted to learn about photograph...

The Master Swim Team Ch. 08

by cubscou88 on Apr 9, 2019
Gay Male

This is a fictional story about a young adult who joins a Master's Swim team full of older men. ****** THE SWIM TEAM, PART VIII - FATHER AND SON Dennis raced up the hill on his bike. He risked a glance down at his watch. 6:10. Shit, he thought. His parents were going to kill him. They had given him one thing to do for the day: be home in time for dinner....

Shores of Tripoli Ch. 02

by KeithD on Sep 23, 2019
Gay Male

Young Billy landed in Charleston, South Carolina, by ship, at his uncle's own wharf, Brown's wharf, at the Cooper River foot of Queen Street. He was surprised to find that it was a lot warmer in Charleston in late October than it was in Massachusetts. And after coming from the more staid Boston, he was also taken with the frivolity he found here; it was the...

First Night Seduction Ch. 03

by S_Isemen on Jul 17, 2019
Gay Male

Theo surreptitiously eased the erection which was threatening to burst through his fly to the least uncomfortable position he could find as he let his fingers wander up Adrien's forearm watching in delight as the hairs rose in response again. At the inside of the elbow he drew small circles over the sensitive skin. Adrien shuddered, his breath came out in a...

Explorers Ch. 12

by T@nman on Apr 3, 2019
Gay Male

I went over to Sandy's and Dan's office immediately after class. When I walked in, they were in the front office. Dan looked up, "Hi, Gary. What's the decision?" "Hi, Dan. Hi, Sandy. I talked it over with my parents and they said o.k. They even said it would be good for me to get out on my own." Sandy smiled, "That's great. Have you had lunch?" "No," I sm...