Schoolboy First Masturb Literotica Stories

358,626 results
Orientation
Length
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Infinite Scroll

Sex Writer Symposium: 06

by PenningFreer on Sep 14, 2017
Toys & Masturbation

Author's Note: Starting with "Sex and the Writer's Symposium: Day 1," Heidi, an unlikely star among a very unique group of carefully screened erotica writers (and more), unabashedly describes the boundary-altering, lusty sexual encounters within the group and reveals their shocking underlying missions. To fully realize how far these sexually charged fledgli...

Teacher's Pets

by SexyJennaInk on Sep 19, 2017
Anal

Class. Math class. So boring. Who would have thought that I'd have to pay fucking $20 grand a year to take shit I hoped I'd never see after high school? No one said, "Hey Susan, when you get into college, you're gonna spend the first two years taking shitty ass math courses and doing trigonometry problems just for shits and giggles. Enjoy university!" Why th...

Do You Love Me In Vinyl...

by SexyJennaInk on Sep 13, 2017
Celebrities & Fan Fiction

I watched you on TV today, baby. I wish I could have been there with you, instead of watching you make false eyes at... Anyhow, watching you inspired me. That little Catholic schoolboy outfit was the perfect touch. You know what it made me think? I'm sure you do, but let me tell you because I think you need to hear it, to read it with your own eyes. It's a...

Back to School

by AaronWebster on Sep 18, 2006
Swinging

The train clatters through the English countryside, past nameless farms and villages. You clutch the letter from the school to your chest, in case anybody recognises it. For one bizarre and irrational moment, you imagine yourself on the way to Hogwarts or some other school of juvenile literature. Cautiously, you slide the prospectus for St Mabyn’s out of its...

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The Second Kiss

by Needschat on Sep 17, 2017
Non-Erotic

She stood at the threshold, her eyes scanning the room. She looked as if she was there to meet someone. Her auburn tresses falling over her shoulder, her emerald eyes sparkling. She had a smile that would make every man and woman have a heart beat skip. Her age, I could not make an educated guess. She was beautiful, at any age. She was a sight to behold. I...

137 Humphaven Mansion

by Rockwell on Sep 25, 2017
Erotic Horror

Penelope Ruiz was doing a voice over job at a studio in Hollywood for Walt Disney's forthcoming movie animation when she got a call from Tom Fryes, her current squeeze. "Honey can you come and see me at 137 Humphaven Mansion at Runyan canyon tonight after you've finished? I didn't bring my car. Micky brought me here," Tom said under the din of raucous bant...

Librarian Ch. 05

by MungoParkIII on Sep 13, 2017
Mature

  I stood there holding Denise's pants after just finishing eating her pussy wondering what she wanted me to do next. She wanted to capture the ghost which apparently required us to keep having sex until something happened, so she could somehow catch our intruder. She was sitting on the cabinet with her legs wide open, her pussy still damp from my sali...

Train Slut

by MasterGiles on Sep 14, 2017
BDSM

The rattling of the train is a distraction, but only a minor one. The night is hot, humid and still, the air flowing into the train as it travels between stations a welcome relief, but all too often replaced by the oppressive heat when the train pulls into each station. Distracted by my thoughts, I am slightly shocked when I suddenly realise the next stati...

Obey Sister Persephone

by quebesasuspies on Nov 6, 2018
BDSM

Sister Persephone of the Order of No Mercy: A Special Session with Mistress Persephone Trembling like a schoolboy who forgot his homework, I rang the bell to Arena/Blaze. Although I was punctual and had the correct tokens for Mistress Persephone, I was still nervous that something wasn't right. I always want to please my mistress, so I pay attention to ever...

Her Wish, My Command

by born_a_slave on Mar 11, 2019
BDSM

*NOTE:* This is my first attempt at writing an erotic story. Comments and criticism are welcome. Hope you enjoy reading it as much as I enjoyed writing it. ***** CHAPTER ONE - The Introduction "If you have so much of sexual energy.. The built-up sexual tension is in you, you should write a sex story and publish it online. During our next meeting, you will...