Jockstrap Stories

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An Androgynephilic Daydream

by Trapper_Jock_Mcintyre on Aug 31, 2017
Fetish

Note: Although I am a tomboy lesbian, this story is an attempt to write something from the point of view of a guy who is attracted to masculine women. It is dedicated to good male straight friend of mine. From the moment I saw her in the student union, she filled my fantasies She wasn't what the world called raving beauty, her body shape being quite squar...

Her Crewcut and Masculinization

by Trapper_Jock_Mcintyre on Sep 12, 2017
Transsexuals & Crossdressers

It had to stop. She was spending far too much money on her hair with frosting and tints. The bill for her nails was ridiculous. It was as if she picked the most expensive place in town. And lingerie! For what she spent, we could have bought an entire Victoria's Secret. It was always spend spend spend, yet, she never once lifted a pretty finger to even try to...

Female Reporter gets Nude exclusive

by CFNMman on Sep 12, 2017
Exhibitionist & Voyeur

Since I started writing for the college paper all of my assignments had been campus pieces but since this was my senior year I wanted to do something different. When the editor assigned me to the last football game of the year I jumped at the chance. Little did I know what I had been missing all these years. I was supposed to interview our star Quarterback...

Rodney's Nude Humiliation Ch. 11

by aaronburr on Nov 7, 2017
Exhibitionist & Voyeur

Behind her cat's eyes glasses her green eyes were blazing. A note of half suppressed hysteria flavoured her voice as she issued orders. She sounded ardent, metallic, possessed. She was in fact a mad genius, driven by her own quasi-religious vision. Miss Cuff was in charge- very, very much in charge- and her project, this school production in which boys wore...

Cindy Masters, Dyke Detective Ch. 02

by Trapper_Jock_Mcintyre on Sep 16, 2017
Humor & Satire

This Episode: A Chance Encounter - Part Two Masters is the name. Cindy Masters. I'm a detective. I get $50 a day and expenses, $75 if I can get it. I got to Won Huong-Lo's and ordered a bowl of chop suey. Won was a chubby looking guy with a basket between his legs that resembled a hamster munching on carrot, a sight that made me give thanks for the fact...

Long Term Fucker

by PeterDivision on May 15, 2018
Anal

I've met a few guys who were good to fuck for and extended length of time. Some came over and over again. Some pre came tremendously. You'd notice a few of these guys as overtimers just by looking at them. One extended top I met online, wasn't obvious about his endurance when you first saw him. To respect privacy, let's call my new found buddy Jason. He sai...

CFNM Randy Summers Jockstrap Maid

by VHarrington on Apr 15, 2020
Exhibitionist & Voyeur

In my never-ending search to make ends meet in this economy, in addition to my party planning, nude bar-tending/waitering gigs, I occasionally grab a housecleaning job. However, total CFNM aficionado and exhibitionist that I am, I never do just normal, run-of-the-mill cleaning! I got a call from a lady in Westwood, who wanted someone to come over and tidy...

Jim Goes to College

by JimmyJohnson on Sep 18, 2017
Fetish

This is a fictional story. All of the characters are at least 18 years old. In this story, Jim is a freshmen at a small private college and experiences a group sports physical exam. The exam involves lots of young men receiving their exam together in the gym. This is a slow moving and very long story with a lot of detail and background and is told from Jim's...

My First Orgy/Sex Party

by speedodave on May 15, 2018
Group Sex

Today I was invited to my first ever orgy. My old fuck buddy Alex, and his boyfriend Adam, get together with a group of guys every month or so, usually six to eight guys, mostly couples but some invited single guys. I can't believe Alex had never told me about this because it sounds fucking hot!! This Wednesday, Alex and Adam are hosting the event at their...

Disciplined by Coach Pt. 01

by Guy521 on Mar 12, 2019
BDSM

Grayson's shiny cock head pulsed as he pumped his slick hand up and down the swollen, veiny shaft. In his other hand he held his best friend's sweaty jockstrap. The jockstrap which had cradled his friend's balls and cock, had gone unwashed all season, the pouch emitting a masculine stench that drove Grayson wild. He was fast approaching climax, pumping more...