Jerk Off Instructions Stories

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Trashed

by JamesxPendergrass on Sep 16, 2017
BDSM

I like wearing form-fitting clothing when I'm in my Back Bay condo. It makes me feel sexy and powerful and so after awakening I put on an opaque body suit from Wolford. It cradles each and every curve of my body. Some nameless jerkoff loser bought it for me last month. I spend most of the morning reclining in bed, reading the new Jami Attenberg novel, whil...

A Real Sexy Story for You

by littlemissjen on Sep 17, 2017
BDSM

As per your instructions, I was completely naked when you came into the bedroom. I had the pegs readied, and you clipped two of them around each one of my nipples. Just the sensations from those sharp pinches are already enough to get my pussy moving in a frenzy. However, I lay very still, for I know that I am not allowed any movement or sound without your p...

Shadow Tales: The Third

by a_quietguy on Sep 15, 2017
BDSM

As you left class today, I handed you a note. I was sure you would follow the instructions it contained, so that evening I waited for you at the fine restaurant I had chosen for our meeting. You arrived promptly at 7:00 p.m. as instructed. The maitre de directed you to my table. There was a big smile on your face as you crossed the room, so I knew that thi...

Blondie at 30,000 Feet

by BBW_Blondie on Sep 14, 2017
Exhibitionist & Voyeur

You board your flight and start searching for your seat. You find your window seat and store your things in the overhead. You sit in your seat and get comfortable for the flight. You watch a group of passengers boarding the plane when you see this cute blonde BBW enter the plane. MMMMmmm... Wouldn't you like to spend some time between her thighs? You catch h...

Sorry Sissy You Lose Pt. 03

by LittleDickSissy on Feb 11, 2019
Fetish

"Mmmm that felt great" George said as she released his thick cock from her mouth. "Thank you". She looked up at him and smiled. She could still taste his cum in her mouth. She'd never had cum in her mouth before let alone swallow it! "Kiss it. Kiss my cock" George instructed her. She did as she was told, she puckered up and kissed the head of his cock a...

Patrick's Treat

by slowtofade on Sep 12, 2017
Transsexuals & Crossdressers

As usual, Maria entered my apartment as if she owned the place, slinging a bag down by the door and offering me a demure kiss. Her long dark hair had been pulled into cute bunches, one peeping out from either side of the back of her head. She was wearing a blue and white cheerleaders' uniform and white fishnet tights, which drew my eyes to her legs. "You ge...

Jenny's Legal Adventure: The End

by Capstick on Sep 12, 2017
Loving Wives

"Trust me folks, that cost the doc a lot of money! Add another million awarded by the jury!" as Jim addressed the room, he rested his free hand on Jenny's exposed rump, her uniform still stretched above her butt. He could feel how warm she was, just recovering from the throws of orgasm. Melody slipped off the glove, and dropped it down on the cart, which Mee...

Anal Training Ch. 02

by Catchandrea2397 on Jan 20, 2020
Transgender & Crossdressers

Are you ready to be a good obedient sissy pet? Well shall we begin day 2 of training. Have you got everything I asked for last time? Good. Today you'll need: - Bra and panties - Lube - Butt Plug - Vibrator Get these things and lay them out on the bed. Go shower. I want you nice and clean. Clean now? Good. Now I want you to crawl naked to the...

A Virgin locked in Chastity

by ronron1818 on Mar 3, 2020
Fetish

I was 18 when I moved in with Ruth. Ruth was my new land lady, I moved in with her for my university studies time frame. She had a big house and leased a room. Ruth was 56, in great shape, she was about 170 cm tall and about 50 kg with small breasts and a very nice figure. I was very excited to move, I loved the idea of sharing a house with a woman. I imag...

Consequences Ch. 04

by PrevertedMe on Sep 12, 2017
Loving Wives

Julie stood in her slacks, her legs backed against the bed, her misshapen bra displaying her breasts. On her face her husband's drying load of cum was mixing with the handful of tears she had shed due to the pain of his hands in her hair. She smelled his semen on her, mixing with their sweat in the air. Just a couple feet in front of her Frank stood ogling h...