Shy Girlfriend Stories

94,140 results
Orientation
Length
Source
Infinite Scroll

Our First night Ch. 01

by Master-n-Slave on Sep 14, 2017
Erotic Couplings

He was 23 years old and had never traveled any where really but he was on his way to meet someone that he loved very very much and he had never seen her in anything other than pictures and only spoken to her either on the phone or on messengers from the computer. But he knew that she was a special person and that he would do anything for her and would give e...

A Surprise Threesome

by bistrapongroupstories on Sep 12, 2017
Transsexuals & Crossdressers

This is my second story and is pure fantasy. The names of the people do not relate to anyone I know. Because this is fiction safe sex does not matter, whereas in real life safe sex is very important!. I hope you enjoy my story and please feel free to comment... ***** I had been seeing Gemma for a few months before I realised how kinky she really was. She s...

The Wager

by quinnwilson45 on Jan 12, 2021
Cheating Spouses

"I am positive I could get her in the sack. I think you’re just afraid to make this bet." That was Justin, my Best friend talking. We’re both in our early twenties now and for nearly ten years we’ve known each other our relationship has been intensely competitive. When we were boys we constantly competed against each other in everything from school...

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My First Time At A Nude Beach Ch. 1

by longriver on Sep 12, 2017
Exhibitionist & Voyeur

I'm a 25-year-old straight male. Since very young, I've always known that I'm an exhibitionist. I love to be seen naked. Just the thought of it arouses me. During my teenage years, my mind was always filled with imaginations of different situations of how I could be seen naked, accidentally or with a reason. Situations such as being asked by female doctors t...

The Day Hell Froze Over Ch. 01

by Beach Boy on Sep 16, 2017
Romance

This is a story thread that I tried several years ago on the Literotica "Sexual Roleplaying Board". I think that I've figured out how to develop it into a romantic short story. So here's the introduction -- with more to follow. -------------------- THE DAY HELL FROZE OVER When I finished High School my ever practical father, a General Contractor, insisted...

A Very Erotic Shower

by blueeyes38 on Sep 12, 2017
Exhibitionist & Voyeur

Lilly was my first girlfriend in high school. We only dated for a couple months and never did more than kiss. We remained friends throughout the years. There was always heavy sexual tension between us, but we always denied our carnal instincts. We even spent the night together many times, cuddling in bed leaving us both sexually frustrated. After high schoo...

Girls Night Out Ch. 01

by BOSTONFICTIONWRITER on Aug 30, 2017
Erotic Couplings

This is the story of my girlfriend Donna's transformation. On the evening this occurred was meant to be a girl's night out, but it ended up as a girl's coming out, coming of the closet that is. You know the saying, be careful what you wish for because you may get your wish? Well, my wish for a threesome brought my girlfriend out of the tight bud of her repre...

Mixed Sauna Resumed And Continued

by tirreno12 on Sep 14, 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...

Ling Gam Ch. 04

by ChineseSwede on Sep 16, 2017
Sci-Fi & Fantasy

Dear Readers! My two characters are addicted to lesbian sex but there are more to know about them. They're cold to the bad and warm to the good. The fifth and new crew member on the Jedi starship is a man that becomes a girl and Gam loves females. The next chapter is written in the new character's perspective. It's up you to like my story and read it. ****...

Girlfriend at Play

by mylacepanties on Aug 30, 2017
Exhibitionist & Voyeur

It was mid last year when my girlfriend moved into my house that I became to realize just how much she loved sex. Our sex life was always hot and steamy since she found out I like to wear women’s lingerie. It seemed to turn her on which was wonderful for me as many of my previous girlfriends weren’t so keen. Most lacked imagination both in and out of bed....