Caught Jacking Off Stories

338,674 results
Orientation
Length
Source
Infinite Scroll

Cleaning Duty Ch. 03 - Yuletide Trysts

by RobertJElmhurst on Mar 10, 2020
Romance

The rain had passed during the night. I woke to the sun peeking through the blinds and Meghan dreaming upon my shoulder. I ran my nose through her matted, blue hair, drinking in the aromas of old shampoo and the previous night's sweat. My hand crept beneath the tangle of blankets. No bra, the T-shirt I had lent her had ridden up to her bellybutton. I found...

Coming Home - Lucy and Lukas

by Lunette on Dec 2, 2019
Romance

[This is my first submission - a short story that came together while I was working on a few other things. It's a slow burn romance which hopefully satisfies at the end. Any constructive feedback is greatly appreciated! Thanks for taking the time to read my work!] *** "Hi Bug." She knew that voice. She knew what it used to sound like too - long before sum...

Maggie's Boring Temp Job Ch. 01

by thesecretslut on Sep 21, 2020
Exhibitionist & Voyeur

A friend once asked, if I could manifest all the money, I ever wanted what would I do with it. To be honest the first thing I thought of was quitting this stupid temp job and go to school because I really want to learn how to be a game developer and/or graphic designer. I guess that's the problem with this world though, you need money to do the things you wa...

My Wife's Revenge With My Friends Ch. 03

by writemarksmith on Sep 18, 2017
Loving Wives

I could no longer avoid the facts. My young, beautiful wife had now been unfaithful with multiple men, all while I watched. She knew that I had allowed this to happen, and that it even turned me on. I was jealous and angry, but I felt powerless. I didn't want to lose Kat. In the days after I watched her service several men at the birthday party, sex between...

My Journey with Lynn Ch. 08

by AtHerPlaesure on Sep 26, 2017
Loving Wives

The next day, Sunday, was totally uneventful, as were Monday through to Wednesday evening. I made several romantic advances and Lynn only wanted to cuddle up on the couch. Don't get me wrong, there was plenty of passion, she kept everything to light petting and soft but not passionate kissing. She expressly requested that we both refrain from having sex. In...

Honky Tonk

by bassbelly on Sep 2, 2017
Erotic Couplings

This is one of those stories based on fact. Bar room liaisons like this were pretty common in the northwest. The names have been changed to protect the guilty. * Gabe Wilson put his tool belt in the locker. Thank god the shift was over. Being a master carpenter wasn't easy, but the money was really good. He had been a carpenter all his working life, becomi...

What's for Dessert?

by greygotskills on Sep 16, 2017
Group Sex

Arron and Jennifer Arron's girlfriend Jennifer had spent the night at his place the evening prior. They had a nice quiet dinner and watched a movie on TV followed by (in his mind) a mind blowing sex session. Jennifer was still asleep but Arron was by nature an early riser. He was admiring himself in the mirror. He was about 5'10' with Sandy brown hair, he w...

Mature Swinging and Swapping Ch. 02

by bdavidson on Jul 6, 2020
Mature

As I had told previously, I had convinced my wife, Claire, to go to a clothing-optional resort. There, over time, her inhibitions loosened up, and we eventually watched each other have sex with other partners. This led to more encounters on following visits, in which Claire was an enthusiastic participant. We had promised each other that we would be complete...

Dee - Revenge

by RedTempest on Sep 13, 2017
Loving Wives

It has been a while since I last published a story. A lot has happened in the last year. My wife of 36 years passed away on the last day of February. She had been sick for a 6 long years with Alzheimer's. I sold my house and moved into a condo. All of this has taken time away from writing stories. Just a quick update. Red Tempest * This story and or any...

Bosom Buddies Ch. 01

by bosombuddies on Sep 25, 2017
First Time

(Author's note: This is going to be a multi-part story. This first chapter is relatively light on sex, but there will be a lot more action in subsequent installments. Everyone in this story is at least eighteen years old) (And a quick shout-out to ErikaKane for her editing assistance with this story. Couldn't have hoped for better.) * I turned eighteen a...