Gay Teen Cuckold Stories

835 results
Orientation
Length
Source
Infinite Scroll

Caught

by knobby46 on Sep 14, 2017
Gay Male

A cocky little thief who thought he was invincible would get a rude awakening and in the end come up against the hard facts of life. Eddie McCormick, 18, smirked as he thought of his buddies who had chickened out this time. He wasn't afraid of anybody let alone a lone security guard as he climbed the fence that surrounded Sonica Electronics. An experienced...

You are a Sissy Pt. 07: Cuckold

by Roland15Rollin on Dec 24, 2019
Gay Male

Hello, princess. Hello again. I see you are back. That pleases me, sissy. It pleases me that you have come back for more of what only I can give you. The truth only I can give you. And we have come so far together, princess. We have come so far exploring the depths of your sissy feminine mind. And your mind is feminine. Make no mistake about it, princess....

Owned:Fantasy Becomes Reality

by silkstockingslover on Sep 14, 2017
Gay Male

Note 1: This story was written and is dedicated to a true wannabe faggot-cuckold Dave. Note 2: A special thanks goes to Estragon for his copy editing work. 1. THE BEGINNING I blame Literotica. No seriously...if it wasn't for Literotica, none of this would have happened. Now in all fairness, some would argue it is my fault; as it was my own stupidity a...

A Father and Son Fantasy

by available269 on Sep 19, 2017
Gay Male

Rolling along the interstate at dusk, on vacation and with no real destination in mind, I pulled into the very large rest area. After finding a parking space away from the restrooms, I turned into a space and parked. I had been driving for a good while and needed to relieve myself in a bad way. Stepping up to a urinal, I whipped out my beauty and let it flow...

James and the Giant Cock

by Talon_86 on Aug 28, 2017
Gay Male

"Mmm James..." moaned the soft, seductive voice of eighteen-year-old Susan Yang. Her boyfriend, James lay beside her on his queen bed, their arms and legs intertwined. He, nearly 6 feet tall with a slender build, towered over his girlfriend who was a petite half Japanese girl. His lips pressed to her neck with the little experience he could muster. She didn'...

First Taste of Mike

by Silk_Panties on Feb 11, 2019
Gay Male

I was staying overnight with a good friend during our junior year of high school. We had both just turned 18 and were always horney. Both of us were jocks, but Mike was known more of a surfer and a girl chaser. I was still a virgin having only been able to "get my finger wet" with a few girls. Mike had already fucked a few girls around town, and I must admit...

It Could Be Worse Ch. 07

by eviltwin52 on Sep 14, 2017
Gay Male

We've been in service to blacks for 6 months now. Mom, my wife Cindy, and I have completely devoted ourselves to the pleasures of the Superior African race and Leon. The club where Leon has us working is a nice dinner club on the waterfront in S.W. Washington, DC. We work as greeters and servers with a few other white couples and single white women. All of...

Tommy and Mr. Hoyt

by blissfulltales on Jan 14, 2019
Gay Male

18-year-old Tommy was in his final year of an all boys school, with quite strict rules. He was looking forward to the summer holidays, which were fast approaching, so he could go swimming more often, be with his friends, and hopefully have sex. Being a teenager, Tommy thought about sex all the time; His raging hormones were hard to control, and he would to...

A Mom's Twisted Boyfriend

by timmywells on Oct 15, 2017
Gay Male

Hello readers. Recently I accidentally submitted a story called "A Mom's Twisted Boyfriend". I explained in a comment that it wasn't finished and said I would correct that. This is this complete story. I have included the first part so if it seems familiar you can scroll down until you reach and entire line of these - ***** - after which the rest of the sto...

Catharsis

by HiRez on Aug 18, 2017
Gay Male

"I'm not a deadbeat." Asad said. Coach Henry Jacobs stood looking at the teenage boy, jaw clenched, his brawny arms folded across his chest. His green-hazel eyes were hard as slate giving him the forbidding appearance of a bald eagle. This had been arguing for some time now in his office, and Asad was going to be late for his AP Philosophy class. It was a...