Masturbation Instruction Stories

29,449 results
Orientation
Length
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Infinite Scroll

Four

by FamiliarEnough on Sep 14, 2017
Toys & Masturbation

Four Lover likes to tease me about how I am on a never-ending search for that which is sexy and tasteful. He believes the two are mutually exclusive. Most of our discussions on the topic come from the lack of lingerie that I own. Instead of corsets or teddies, I opt for lacy bras and panties. My breasts, natural to a fault, require underwire to make them...

Freedom Flight

by Julia Jones on Sep 12, 2017
Romance

Brooke sipped her complimentary wine and settled back into her seat. She was on board a plane destined for Los Angeles; on her way to meet her cyber-lover. As she sat relaxing images of Steve and the fantasies she had had about him darted into her mind. She visualised their eyes locking; them kissing; his hand gently stroking her face, her breasts, her...he...

Annie Cummings Ch. 01

by The_FreQ on Sep 14, 2017
Erotic Couplings

**Introducing a brand new character series to Literotica, Ms. Annie Cummings! Enjoy these absolutely tit-ilating tales of this tawdry trollop!** And now, story #1 entitled... "Housewarming" "Holy Shit!" screamed Charlie Dix as Annie Cummings bobbed her head up & down on his nine inch love tool. Her cute red pigtails jiggled each time his head slid into her...

The Video Conference

by breakalan on Sep 16, 2017
Toys & Masturbation

An email notification from your work desktop wakes you from a sweet day dream you rarely get the chance to enjoy. It's a calendar invite for a two hour meeting to begin in 10minutes. There is no description of what the meeting entails. The invite simply reads a three digit room number and a name, Matthew! Your cheeks flush with haste, as your mind races to t...

My College Education Pt. 08

by doctorwes on Jul 27, 2020
Toys & Masturbation

As I have related in the previous seven chapters my girlfriend, Abby, lives with two attractive roommates, Barb and Carla. All year long has been one sexual adventure after the other as the three of them try to find ways to embarrass me. While they have been successful on many occasions, I have to say that every weekend is a new experience and I truly look f...

Young Greg Ch. 03: Loretta's Story

by StrattonChambers on Sep 28, 2020
Erotic Couplings

Finding myself in the neighborhood - well, I had planned to be - I arrived at Loretta's house just after four in the afternoon. I pushed the button, and Loretta answered the door, giving me a huge smile. "You came!" she exclaimed. I grinned and replied, "Yep. I wanted to come, so I thought I'd stop by and ring your bell." She gave me a big hug and said, "...

Just Being Neighborly

by once upon a time on Sep 14, 2017
First Time

I was walking home from high school one lovely spring afternoon, preoccupied with graduation and going off to college in the fall, when I came upon a woman just ahead of me, struggling with a bag of groceries. "Excuse me," she called out as I passed her. "Don't you live in 527 Kenwood?" That was the number of the apartment house where I lived with my parents...

Ms. Kitty's Sex Shop Ch. 02

by milfhouse on Sep 18, 2017
Toys & Masturbation

For three weeks in a row, I left the office on both Thursdays and Fridays and went straight to Ms. Kitty's. For three weeks I sat in the car in the late August heat, staring at the building, its neon green sign, its blackened door, but never getting up the courage to go in. The sweat dripped from my brow and I felt my underwear dampen as I peered at the wind...

The Slut's Apprentice Ch. 15

by tiggerlilly on Feb 5, 2018
Novels and Novellas

Editor's note: this story contains scenes of incest or incest content. ***** 10th July Dogging I was woken by a little squeal followed by much wolf whistling. Looking up, I saw Dani trying to get herself under the outside shower. The water was not heated but she obviously was. Plus, she has always been a bit of a princess as well as a goddess. Finally, s...

Finishing School - Episode 03

by The_inspector_and_the_fish on Sep 18, 2017
Toys & Masturbation

Castlewick Manor stood in several acres of sumptuous grounds, formally laid out according to the latest fashion. An elegant avenue of elm trees swept up to the graceful front portico, and beyond the kitchen garden at the rear of the manor the formal gardens gave on to a rather sweet little pond with apple orchards beyond. An observer perched on the top of on...