Jockstrap Stories

352 results
Orientation
Length
Source
Infinite Scroll

Thong Fantasies Ch. 02

by Smooth_Bi_Guy on Sep 19, 2017
Group Sex

I am a recently single 35 year old bisexual male who needed to get away for a while after the fairly messy end of a long-term relationship. I needed some quality 'me time' and so went on the internet in order to put into action my escape plan. I managed to pick-up a reasonably priced all-inclusive deal for 10 days at a 4-star resort in the Dominican Republic...

Balls vs Boobs Boxing

by zeke81 on Sep 1, 2017
Humor & Satire

"Hello ladies and gentlemen and welcome to the wide world of almost, kind of, but not real sports. I'm your host Bob Onit joined now by my broadcast partner Harry Dick. Harry we have got quite the event in store for the viewers tonight." Bob says. "That's right Bob. We've got a first in the world of almost, kind of, but not real sports. Tonight we'll witnes...

Her Second Job Ch. 06

by HStoner on Mar 2, 2020
Exhibitionist & Voyeur

This is the sixth story in this series. I should stop but I'm fascinated with Denise Hines and her friends. I hope you enjoy them. This story will make much more sense if you've already read Her Second Job chapters 1 -5. While the series was inspired by things which really happened many years ago, this story is complete fiction. Any similarities between any...

I Get Bullied, My Mom Gets Fucked

by I_Love_MILF on Jan 8, 2019
Mature

My mom, Christina, had been at war with one of her students, Zack, the starting quarterback on the university's football team. The meathead, who was left behind a year, had no trouble getting girls his age...hell, I think half the campus wanted him. Guys were forced to be his friend because if you weren't his friend, he was your bully. Christina was the law...

Permanent Slavery Journey Ch. 04

by SubWes on Jul 6, 2020
BDSM

Upon owner's order what follows is the story of this slave's (age 60) path to permanent slavery. And the life, 7 years in May 2020, of slavery. Owner's Order: Write the story of your history with female domination. How it led to my taking permanent ownership of you. What your life of slavery has been. This one time you are released to be, and must be, tota...

Colt's Night Out

by AmethystMare on Dec 4, 2017
BDSM

This is a short work of erotic fiction containing furry, or anthropomorphic, characters, which are animals that either demonstrate human intelligence or walk on two legs, for the purposes of these tales. It is a thriving and growing fandom in which creators are prevalent in art and writing especially. ***** Colt's Night Out Happy birthday, colt! "Are you...

He Brought Me Panties

by Cute Little Thing on Sep 14, 2017
Transsexuals & Crossdressers

Ok, here's a quick story and true at that. I was away on business one night and surfing for sex on Craigslist. The title of my post was "If I'm so strait then why do I want to get fucked like a girl?" It was a popular post and I got a bunch of replies, and a bunch of men wanted to fuck me. This made sense and I wasn't that surprised. I'm on the small side, 5...

Older Neighbors Ch. 04

by doctoryes48 on Sep 13, 2017
Loving Wives

It was about a week later before we heard from Otto or Helga. Otto showed up at our home with a suitcase, having just returned from a trip. I answered the door and Otto explained that before going home to Helga, he thought it best if Cathie serviced his pent up desire. Cathie came into the room and I said, "Otto needs you to service him." Cathie looked at...

The Locker Room

by hydrangealawrence on Sep 23, 2019
Group Sex

I sneak into the locker room to surprise Cooper after the rest of the team leaves. I peek around the corner and spot him changing out of his uniform. He’s naked except for his jockstrap. I take a running leap onto his back. “Congratulations, Mr. Coastal Series Champion!” I wrap my legs around him and pepper the side of his face with kisses. He lowers me to...

Touch Class Ch. 02

by Uzi_Johnson on Sep 16, 2017
First Time

Later that day Shiri called. "Hi, Jimmy. Thanks again for a wonderful time. Are you free for dinner tonight?" "Hi Shiri. Nice to hear from you. I've been dreamily reminiscing all day. Yes, I'm free." "Good! Come over around 6." She told me which unit they were in. "I'll be there!" At 6 I rang their doorbell and Christine answered the door. "Hi Jimmy. Mom...