Shy Girlfriend Stories

94,140 results
Orientation
Length
Source
Infinite Scroll

The Greek Adventure

by guzzieathome on Sep 14, 2017
Exhibitionist & Voyeur

This story is very mild by usual Literotica standards but is 100% true. Perhaps one day I will write a 'spicy' version. Let me know if you would like that. The Greek Adventure. My wife and I were into the second week of a wonderful holiday in the Greek Islands with two very good friends. All of us had good tans and were feeling relaxed. Sue my wife an...

A Proposition, and a Story

by BrownSparrow2 on Oct 8, 2019
Erotic Couplings

I lie next to you in bed, you're just back from the festival. One of those small ones — nice vibes, good drugs. "I was propositioned" you say. Sounds interesting. You're shy, quiet. I'm curious. "Really?" "By a couple." I wait. "I was outside having a joint. She was stoking my beard, lots of people were." "It's a great beard!" "Thanks. She gave it st...

On The Roof in the Rain!

by RoomaniSyaahi on Apr 17, 2019
Romance

It's raining. There were a few things she found better other than rain. How you romance those little droplets is an art he'd often say. His loving face swam up in her thoughts, setting aside the warmth of the tea cup she rose up and walked out of the shade into the pouring rain. The plants on their terrace danced, as if to welcome her - their colours now a...

The Black Football Roommate and Gf Ch. 03

by gman13579 on Sep 26, 2017
Interracial Love

Ch 3: The Apartment Party Edited by James Smith ***** I had been in a daze for the past few days. I had watched my sweet, what I thought innocent girlfriend fuck my football playing black roommate like there was no tomorrow. Worst of all, every time I thought about it, I got turned on. I would have to go to my room and jack off to thinking of her pussy be...

Big Hero Sex

by Zev95 on Sep 18, 2017
Celebrities & Fan Fiction

On the eve of his eighteenth birthday, Hiro Hamada took a cab back to the Lucky Cat Cafe, sleeping in his old bed once again, eating hot wings once again, letting Aunt Cass fuss over him just like old times. The past four years had netted him a doctorate—the first of three, he planned—and an additional foot in height, but otherwise, not much had changed. S...

High School Love Ch. 03

by f1dude_lotus on Sep 16, 2017
Transsexuals & Crossdressers

3rd part to "High School Love." Jack and Emily go to a dance and have some fun. Later a previous friend enters into the equation. Hopefully I fixed the tense issues that were plaguing the first entry (and maybe second). Right now the story that's posted up so far is about 60% of the whole thing. I wasn't planning on continuing this any further, but if the f...

Girlfriend Taken and Impregnated

by YourWombIsMine on Nov 27, 2017
Fetish

Laura was the queen at senior high school. She was a stunner. Tall, with a smooth athletic figure gained from playing basketball and netball, long blonde hair, smooth firm round breasts and an awesome pert arse, she was desired by a great many guys. But she had a notorious for being very icy when it came to guys. So Joseph considered himself extremely lucky...

Samantha's Secret Ch. 02: Awakened Desire

by KimF38 on Mar 6, 2018
Mature

It had been a couple of days since I had the dream about Josh. It was hard for me to believe I would ever think of him that way. I did some research online about dream interpretations; all the details of it all saying the same thing that I wanted something more in my life. I realized I wanted sex. I tried to forget about the dream with Josh but I couldn't s...

Changing Things Up

by BrettJ on Aug 29, 2017
Fetish

by BrettJ © 2013 Candy Collins was a very sexy young woman and she wanted to stay that way. Sexual urges flowed through her body like water. She could have had sex 10 times a day and gone for 11. It went from her toenails to the top of her head. Candy had been fortunate to have a man in her life who "got" her in almost every way. The tall, dark-haired Mi...

Popping Her Cherry

by sirhugs on Sep 12, 2017
First Time

"But, I can't ..." "Sure you can. You want to." "That's just my cock. It has a brain of its own." "Oh, I like the way it thinks." Dana leaned close, her hair brushing my shoulders. Her rock hard nipples were threatening to pop right through the taut fabric of her wet little bikini top. At least she was now close enough that I was no longer staring at tho...