Gay Chastity Twink Stories

940 results
Orientation
Length
Source
Infinite Scroll

Roomie Issue Pt. 01

by Samhdjd on Jul 2, 2019
Gay Male

THURSDAY NIGHT "Come on, man, just tell me what cheat codes did you use." God. Adam, my roommate, had been asking that question for the last two hours we're playing a video game. I kept winning and he kept accusing me of using cheat codes or whatever. I didn't, and at this point I had got extremely annoyed by him. "Dude. How many times do I have to tell y...

I Hate My Master Ch. 16

by maxpotter on Dec 10, 2018
Gay Male

Friday morning came, and no clue why my schedule was changing. As he left, Chris just ordered me to come straight home after work. I was distracted in the office with worry. Mike was out of sorts, whispering to me that I was a douche. But he didn't get a chance to use me during the day. When the start of the weekend finally came, I got into my car with a hea...

My Time in the Monastery

by brownmonkk on Aug 18, 2017
Gay Male

Brother / Sister/Slave, ("TML") November 1970 "Good loving & Good Scourging" The story of a MASTER and his slave! WOW, "it" finally happened!!! I had had my first sex, and it was with a fellow brother monk in the monastery. It was great. I always imagined having my "first time" with a sexy gal, but nonetheless my first sex was great! I often fantasize and...

My Student Pt. 01

by xnpd on Jul 6, 2020
Gay Male

[Author's note: this is the first part of a three-part series loosely inspired by the Literotica story Aaron, my student, written by HairyJacques.] Prologue. After it all happened, I kept my job but lost my marriage. Tom didn't come back from DC. It was over a year before he spoke to me, and even then it was only to find a time to come get some of his stuf...

We Just Click

by hornygemini87 on Sep 14, 2017
Gay Male

We just clicked together, I think that's the best explanation how we came to be. I first saw him in college. We were doing some field work and I got paired with him. I was very discreet about my bisexual orientation, at least that was what I was at that time. He was just my type, the twinky cute slim guy with a very nice sweet smile and smiling eyes that br...

A Year in the City Ch. 01

by AgirlcalledBob on Jan 16, 2019
Gay Male

A word about this story – I wrote it as one single story, which means that, although it is split into chapters to make reading it easier, there are long sections that are about character development and it's not all about the sex – this expository first chapter for one, which has none. Additionally, this is the first time ever for me writing a story in fir...

Making Tech U Proud

by maxwelldymes on Sep 1, 2017
Gay Male

A few weeks ago I was asked by my alma matter if they could do an interview on me about my career for the "Alumni Spotlight" feature of the newsletter. What the fuck I thought. Why not? If it wasn't' for good ole Tech U, I wouldn't have this job. Let them send their little geeky college student or some old hag from the Career Services over to interview m...

Trailer Park Twink Gets BBC Pt. 02

by puzziboi on Dec 11, 2018
Gay Male

"Sup, bo," the mid-thirties dark-skinned man spoke into his cell phone. "Shit, man. Where you at," Lamar asked quickly. "I'm over at my cuz house chillin'." "Which one?" "Q. What up," asked Devonte Jones. "I got a li'l white punk over at the crib wanna get gangbanged." "Word," he inquired with noticeable excitement "Real talk. You got a ride?" "Naw,...

Urges

by Alopez9889 on Aug 18, 2017
Gay Male

Before I begin this story, let me start off by saying that I don't follow labels. Only a few close friends know about my secret life and at times I do say I'm bisexual. I'm a dominant man and with both men and women, that's the role I play. It was a long, stressful day. I was finally off work and didn't have to go in for the next two days. Relieved was an...

Experimenting with Cock Ch. 05

by abiguy on Sep 14, 2017
Gay Male

Josh had just splattered my face with hot cum. My friend Lauren was watching it all happen on webcam. I always got off on her watching me. It's pretty safe to say I'm a sex addict. Everyone likes sex, but for me it's on another level. I've never been hooked on any drug but I imagine the sexual highs I get are about as satisfying as a junkie shooting up. My...