Jockstrap Stories

352 results
Orientation
Length
Source
Infinite Scroll

Mistress Anne

by Watty on Sep 13, 2017
BDSM

Anne, although married, had spent her redundancy money, and the small savings that she and her husband had, in a brothel. Perhaps brothel, is the wrong word. It was predominantly, a house of correction. It was an old basement office, in the centre of Glasgow, near to the red light district. Anne and her husband Wally, had made the small office into a b...

He's Watching

by Scaramouche123 on Sep 3, 2017
Exhibitionist & Voyeur

Of course everyone in this story can vote "He's watching again." "You sure?" "I can feel it." "That doesn't mean he's watching." "I don't have to know it. I feel it." "Do you want me to go over to his flat and say something?" "Heavens no. What would you say? My girlfriend thinks you're watching us have sex." "I can just knock on his door." "And do...

Steamy At The Gym

by mhc26 on Sep 15, 2017
Group Sex

I was working out at the gym when I spotted a very sexy girl across the room, working on a leg machine. I should say woman though, as she looked to be around forty. She had nice curly brown hair, a cute face, and lots of curves. She was wearing a tight blow v-neck long sleeve shirt that seemed to hardly contain her full breasts, that must have been double-d'...

We are the Champions - The Lost Bet

by Jae804 on Jul 30, 2019
Fetish

*Author Disclaimer- this story contains descriptive scenarios involving scat and bodily smells, if this is not your cup of tea, I would suggest another story* *** It was your typical sunny day in the blistering heat of a Florida summer. This particular Saturday however, was one of the most important and crucial moments of my life. This was the championshi...

Adventures With Rose Ch. 04

by Andjohn1 on Dec 30, 2019
Fetish

A few weeks passed and we were back in the normal routine of college classes. Exams were a few weeks away, so Rose invited me over for a study night to get an early start. I gathered all my books and headed over. We laid everything out in the living room and started testing each other's study notes. Eventually, her roommate Maria walked in from dinner. She...

Size Queen's Wet Dream

by Rubirosa on Sep 26, 2017
Erotic Couplings

NOTE: For those of you joining us for the first time, this story is a vignette from Rubirosa's series "Cock Star." The chronicle focuses upon the private life of a public figure. As the most accomplished porn star of modern times, Samson lives out popular male sex fantasies on a daily basis. This story focuses on our hero's early adventures when he was just...

My Shemale Mother

by yarracuda on Sep 19, 2017
Transsexuals & Crossdressers

I know there is a similar story similar to these but be assured, the other story only served its purpose as a catalyst for this one. This is a pure fantasy, the top fantasy that has been lingering in my mind for several years..here it is... I am 35 years old and had always been living with my mother, who is almost 50 since my father left us 20 years ago. I...

Thong Fantasies Ch. 03

by Smooth_Bi_Guy on Sep 19, 2017
Group Sex

I got up off my knees and grabbed a towel to wrap around my waist, as I watched the activity in my hotel room. Eric was cleaning himself up and trying to squeeze his still swollen cock back into his discarded jockstrap and shorts. Gloria had recovered from her recent self-induced orgasm and was rearranging her clothing to cover her modesty. I invited Eric to...

Halloween Night & Nazi Mind-Control

by Coxswain on Sep 14, 2017
Loving Wives

MP captain finds himself and wife sucking SS cock In October, 1945, Teufelberg was a village in the Bavarian Alps still not completely liberated. The US Army had passed through, found little resistance, and moved on to other objectives. When my Military Police company moved in to expedite truck traffic through the area, the place gave me the creeps. It eve...

Eugene the Nerd Pt. 04

by Absweat on Sep 16, 2017
Fetish

Subject: Eugene the Nerd 4 THIS STORY IS PURELY BULLSHIT FICTION, EVEN MORE POTENTIALLY OFFENSIVE, SOME MAY FIND IT HOMOEROTIC. IT IS INTENDED ONLY FOR MATURE, OPEN MINDED READERS The Life and Hard Times of Eugene the Nerd, Part 3: The Workout Partner Eugene always wanted to be a "normal" straight sexually. He knew that he was attracted to girls, no doubt...