Caught Jacking Off Stories

338,674 results
Orientation
Length
Source
Infinite Scroll

Sexy Sally, My Slut Wife Ch. 4

by Jigs on Sep 18, 2017
Loving Wives

I have sadly neglected Harry and his wife Sally. For those who missed the first three chapters, or who might have forgotten where I left off, Harry’s Boss Bob has seduced Sally and made her his mistress and sex slave. Harry his spent the day with Darla, Bob’s executive secretary and another of his mistresses, and our story resumes with the return of Harry an...

One Memorable Halloween

by MilkyMilf2k19 on Dec 2, 2019
Novels and Novellas

Vivian and Caleb "Do you think the Epstons old place will really be empty? I mean it IS Halloween night, afterall..." Vivian enquires, the quiet skepticism in her voice was only elevated by jittery tension built up from teenage arousal. Caleb takes a pregnant pause before answering. "Viv I think we will be fine, if anything we'll just bump into some more pe...

The Poet

by geckodad on Dec 3, 2019
Erotic Couplings

There's such thing as too much background, sorry -- There was another student in Dr. Winter's office, meaning Tori had every chance to toss his coffee out and run. Dr. Adam Winter, Adam to his students, was the young upstart poet every English major wanted to be. He'd graduated from their small liberal arts college only a few years ago, giving him a yout...

A Randy Retirement Pt. 01: Averie Ch. 03

by Bamboo29 on Sep 21, 2020
Erotic Couplings

Intro: The exploits of a man whose given name fit him perfectly, Randy, and he certainly was that. He was a high-school history teacher and coach until he hit the lottery and retired early at 52. While he was not averse to returning flirtatious quips from the girls in his classes, he did avoid giving in to the urge, telling the more enticing of them to, "com...

Attack of the Chakra Witches Ch. 02

by Nocturnal_Ferret on Sep 16, 2017
Transsexuals & Crossdressers

########## Chapter Two I witness others broken to the chakra ########## I awoke not to the sound of fighting, but fucking. And not the high-pitched squeals and cries of women, but the throatier entreaties of men who were either pleading and begging or moaning out their pleasures nearby. And around me there appeared to be several Altan men, some still...

The Wonderful Adventures of Miss K: Naturally Wild

by BrettLynn on Sep 13, 2017
Transsexuals & Crossdressers

Here's another piece of literature brought to you by the underwear manufacturers of the world, because I hope you ruin them while reading this hot, sexy thing. If it illegal in your jurisdiction to read erotic materials such as this, please don't read this. I reserve all non-electronic and all commercial rights to this work. If you wish to read some of my o...

Stacy Stalks Her Neighbor Ch. 01

by jay.palin on Sep 12, 2017
Erotic Couplings

A story told by the girl next door...or across the street. You've probably seen a cutie like her, since she thrives in most American towns and trailer parks. My name is Stacy and I'm so excited! I just turned 18, but everybody thinks I'm younger. I'm in the twelfth grade at a Catholic school for girls, and my favorite subject is gymnastics. I live with my...

The Making of Meaghan Ch. 04

by ms_599 on Apr 10, 2018
Transsexuals & Crossdressers

CHAPTER 4: Daytona After a week of rising early and having to give Dave a blowjob, I think he realized I was confused and depressed and that's why he got my motorbike out of storage and reinsured when spring rolled around. I used to love motorcycling. I had a dirt bike as a kid, and graduated through various models over the years. I was drawn to sport bikes...

The Resort Ch. 01

by Talusmanic on Jul 3, 2019
Erotic Couplings

The car was beginning to slip and slide under the snow, as Gina struggled to keep on the country road. She had always learned to steer into the skid, but the compulsion to steer as normal was a hard habit to break. She slowed her speed to adjust for the roads. If she had lost control, she was certain to be stuck for several days. The resort was not going to...

Kitty-Chan: Freshman Year Ch. 01-04

by Foreverhiskitty on Jul 28, 2020
BDSM

We'd already been going out for five months when I let my boyfriend, at the time I knew him as Will, take my virginity. We'd been each other's firsts and it had been the best feeling ever. At first I thought losing my virginity, in the middle of the woods would be weird but he definitely changed my mind, he was so sweet and passionate, if I hadn't known him...