Jerk Off Instruction Stories

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Infinite Scroll

Jerked Between Her Legs

by Kessler on Sep 11, 2017
Fetish

I was just a freshman in High School when I received my first foot-job, 1976 to be exact. I was always into women's feet and legs for as long as I could remember. I fantasized about them often until that wonderful night during my freshman year when my fantasy finally was turned into reality. One of the reasons I enjoyed attending the High School Basketball...

Dorothy and Me

by erotiquill on Aug 18, 2017
First Time

England, 1964: I was 18 years old and living at home with my parents. When my girlfriend and I fooled around I played with her tits and pussy and she wanked me off but that's as far as it went so I was still a virgin. My endowment was very generous and I produced lots semen in those days and my girlfriend enjoyed seeing it spurt all over the place. Like all...

Making a Whore: Panty Request

by black saphire on Sep 18, 2017
Fetish

This is part of a series although each story is complete on its own. Some readers have mentioned that there needs to be more detail on Vivienna. This detail is provided in the first part of this series : the Interview. I hope you enjoy this story. Comments that are provided help me in my writing. If you liked this story, please vote as well. * Vivienna s...

Damn Lucky

by Kessler on Sep 11, 2017
Fetish

I had read and heard about such things happening to other guys before and hoped that I would be lucky enough to have it happen to me. Well, the stars must have been aligned just right that late afternoon or the Gods were smiling down upon me. Whatever the case may be, I was just Damn lucky and happy about it. I had gotten off work late and after fighting t...

Did I Dream It?

by Ken M. on Sep 14, 2017
Erotic Couplings

Things have not been going well. My wife left me in March for a man who is 11 years older and has no steady job. He is scrawny, mostly bald and has a wispy ponytail. At work, sales are down for the third quarter in a row. My boss has been cutting me some slack because of my personal situation. But recently he told me he was bringing in someone from another...

Sissy College Ch. 02

by MasterJW on Sep 11, 2017
Transsexuals & Crossdressers

All Characters 18+. Sorry for the delay. Life gets in the way sometimes. This is a sissy/interracial themed story - if these themes offend you, or you are unable to separate fantasy from reality, please read no further. Special thanks to Puzziboi for all her input. I love hearing about the mess you make in your panties, so please do leave feedback. ~~~~~ L...

The Nature of the Human Animal

by James Cody on Sep 13, 2017
Erotic Couplings

Nature is great – it’s even wonderful. Without nature, there wouldn’t anything to look at in the world. But this: white water rafting in a kayak – not my idea of a good time. I repeat, not my idea of a good time! But even now, as I swallowed gallons of water because the damn kayak had tipped over, I couldn’t help but think of Melanie. She expertly navigated...

Dress and Drive

by Trinni69 on Sep 16, 2017
Transsexuals & Crossdressers

I am twenty four years old and have been cross dressing for years now. I started when I was young and when my sister was not at home. Since then I have moved into a house of my own and I have built up a pretty large collection of clothes, shoes, make-up, and a few different pairs of fake breast. I don't have to worry about wigs because I have the kind of lon...

Mary Ch. 01

by evil evil man on Sep 3, 2017
Erotic Couplings

Mary could feel his hands on her hips as he thrust his average sized cock into her. Her cheek was pressed against the wall she was leaning against for support. Her skirt was bunched up around her waist and her panties were pulled down around her ankles. She could hear the club's DJ blasting music across the dance floor with a hundred or more people dancing t...

Matt and Ashley Ch. 04

by seniorperv on Sep 17, 2017
Loving Wives

Thanks to Loki for help in editing. ----------------------------------- This is an E-mail to Jeff from me, Ashley, his married white slut. Matt and I were talking the other night and he wanted me to send you this so you would know what was going on. Matt said he was so happy with how I had been fulfilling his fantasies by letting other men fuck me. I kno...