Shy Girlfriend Stories

94,140 results
Orientation
Length
Source
Infinite Scroll

Complicated Relationships

by tutunamo on Sep 1, 2017
Group Sex

He stood there in front of me – leather jacket open to a white T shirt. His jeans open and his cock in his hand. He was 6ft 2 with long hair and a shy grin. He was a bit effeminate but he looked all man now with that cock in his hand. I got down on my knees and took it in my mouth. He gave a little moan – god I wanted to make him cum. His girlfriend followe...

Boobs in the Way

by CuteAndLovelyYetHorny on Dec 3, 2017
Romance

Note: This story is a mix between super cute romance and female domination with no sex or even practices, it belongs to the "gentle femdom" category that emerged on reddit and tumblr a few years ago, it's really extremely soft femdom put into idealistic romance often marketed at teenage girls. All characters are more than 18 year old (even 20) but such a g...

A Girlfriend's Photo Shoot

by storiemax on Sep 13, 2017
Loving Wives

I'm the first one to tell everyone that I'm no writer. I have specific conditions that interfere with my abilities to process the English language. So for those that read my stories and are so uptight and lack the imaginative freedom to make it past my spelling errors and wrong word usage I can only say that I feel sorry for you then. Life is big and broad a...

Mixed Sauna

by tirreno12 on Sep 1, 2017
Erotic Couplings

In the last period we made new friends, a married couple of 39/36yo and a younger couple of 21/23yo. By the way we are 44/32yo. We met them at our gym club during a mixed afternoon in the steam room being naked all. These were the facts. My girlfriend Sylvia and I have a little pleasure showing her off. She usually goes topless on the beach and sometimes s...

Sunday Morning Pt. 02

by fadedgiant on Sep 19, 2017
Romance

I encourage you to read part one of the story to understand the perspective in which it was written. After you read part one you'll understand the shift of perspective. ***** David returned from his family trip to find Abbie swimming; that was nothing unusual and he watched her as she went through her paces. The college swimming team would have first pract...

Son's Nerdish Girlfriend

by silkstockingslover on Sep 21, 2020
Fetish

Summary: Dad fucks his son's virgin girlfriend in front of him. Note 1: This story is dedicated to Chris who requested this story. Note 2: This is a Summer 2020 Contest Story so please vote. Note 3: Thanks to Tex Beethoven and Robert for editing this story. All characters in this story are at least eighteen years of age. Son's Nerdish Girlfriend "And w...

The Night Shift

by ShyExtrovert on Sep 13, 2017
Erotic Couplings

It was 1:30am Sunday morning and I was bored. I'd been out for a drink with some friends but was now home and not at all sleepy. I'd tried watching TV, zapping through channels without finding anything remotely interesting. I'd tried reading a book but my restless mind couldn't focus. I knew why I was restless and the realization shocked me...it was the wee...

Park Exhibition

by Sykris on Aug 19, 2017
Exhibitionist & Voyeur

It was a nice sunny summer day when my girlfriend and I decided to take the top on my car down and go for a drive. It wasn't an extremly hot day but we were still dressed for summer. I wore just a black t-shirt and blue jeans while she wore a white tank top and a loose black skirt that come down to just past her knees. After driving around for a time, we dec...

Cheating Young Girlfriend

by cuckedbymygirlfriend on Apr 14, 2020
Interracial Love

Ever since we met in college, I was wary of what other people would say about my girlfriend. As a nineteen-year-old sophomore, Annabelle was the girl that seemed innocent until you got to know her. I had known her since late freshman year of high school and had watched her blossom from awkward young petite blonde with absolutely no sexual experience to extre...

Magic Hands Ch. 04

by Frozenhero on Sep 12, 2017
Fetish

Sloan sat beside Derek, each of them in a separate folding chair, with her body pivoted and leaning as she jerked him off. The two eighteen year old high school seniors were in the same small room that they had been meeting in for a week; a private chamber that band students used for individual practice. Earlier in the week Sloan wondered why she kept givin...