Jerk Off Instruction Stories

335,410 results
Orientation
Length
Source
Infinite Scroll

The Fast & The Curious

by jessy19 on Sep 19, 2017
Celebrities & Fan Fiction

Mike managed to sneak into the Hollywood studios where the movie "2 Fast 2 Furious" was being filmed. His love and fascination for fast cars was the main reason he was interested in the movie. He snuck in through the back past the security guards. He was wearing black pants and a black shirt that clung on to his 22 year old body. I walked in quietly and hi...

Five Nights at a Conference Pt. 01

by luckyfucker on Mar 27, 2018
Loving Wives

I was sitting at a literature conference, eating a late snack before the final panel of the day. It had been an interesting but tiring day, and I was figuring out my plans for the night. I was alone, and didn't know anybody else at this particular conference, as it was on a theme I had only recently gotten interested in; I was there to get up to speed on th...

A New Adventure...

by johnjinglez1 on May 16, 2018
Transsexuals & Crossdressers

I saw someone begin a "diary" of their experiences as a sissy on here recently and it inspired me to give it a shot myself. The following will be true stories from my past starting from the first time I ever hooked up with a Tranny / Cross dresser / Sissy. First things first, I consider myself to be a straight male; despite having had sex with all of the a...

My Friend's Mom

by arizonatekoki on Sep 14, 2017
Fetish

During the second year of college, I went over to my friends' place about 10:00 am to make our noon tee time, plenty of time to smoke a joint, make the drive over to the course and hit some range balls. He still lived with his mom in a separated garage. You couldn't get to his place from inside his moms' house, but they were attached. No answer at the door...

The Day The World Came Pt. 02

by A_Non_A_Moose on Sep 19, 2017
Romance

It was considered fortunate that on O-Day, most men lost their arousal within moments of orgasm. Men did not experience the ecstatic levels of arousal that many women felt. This kept sexual offences like rape to a minimum. When incidents did occur, the public were vigilant in helping each other out. This is one such case. James and Amber had never met befo...

Before the Round

by Golfer110 on Sep 12, 2017
Erotic Couplings

During the second year of college, I went over to my friends’ place about 10:00 am to make our noon tee time, plenty of time to smoke a joint, make the drive over to the course and hit some range balls. He still lived with his mom in a separated garage. You couldn’t get to his place from inside his moms’ house, but they were attached. No answer at the door...

The Sharpest Tooth

by Nameless_Rose on Sep 13, 2017
BDSM

Little girls, this seems to say, Never stop upon your way. Never trust a stranger-friend; No one knows how it will end. As you're pretty, so be wise; Wolves may lurk in every guise. Handsome they may be, and kind, Gay, or charming never mind! Now, as then, 'tis simple truth— Sweetest tongue has sharpest tooth! -"Little Red Riding Hood" By: Charles Pe...

Professional Roommate

by J_Ames26 on Sep 12, 2017
Exhibitionist & Voyeur

All my life, I've only lived with people with whom I was intimately acquainted. A year after I finished grad school, however, I found myself under-employed and woefully underpaid. My options were move back in with my parents (unthinkable) or scour Craigslist for the cheapest roommate ad I could find. That's how I met Amber. Big tits, an equally-proportioned...

Letter From Topeka

by justincbenedict on Sep 17, 2017
BDSM

Dear Shoeblossom: I come home from work, pulling up in my BMW Z4 Roadster, and the gardener greets me respectfully "Mr. Wegg, how are you?" I grin at him. Yes, Palmer Wegg is a hot shot in this thriving Midwestern city... and when I go in the house I am pleased to see my pretty wife Zenobia relaxing on the divan. "Hello, Pom." She greets me, smiling. Z...

My Aunt Had a Threesome

by hosey on Mar 25, 2019
Group Sex

Editor's note: this story contains scenes of incest or incest content. ***** Some time ago my job required me to temporarily move to another town. It happened to be the hometown of my aunt Karen and so she was kind enough to help me find an apartment for my stay. Sometimes after work, I stopped by at her place for a coffee and a chat. Aunt Karen was 42 at...