Shy Girlfriend Stories

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Saunas in Europe Ch. 01: Austrian Spa

by john_ar on Sep 16, 2017
Exhibitionist & Voyeur

Author's note: this is the first story I'm posting here. It is not purely fictional. Actually, almost everything has happened as described. If you're lucky and you're able to visit a sauna somewhere in Europe, you'll know what I'm writing about. This story has no hardcore stuff in it and it is building up slowly. It features elements of voyeurism, ENF, reluc...

Dalila, My Love

by Bennywise321 on Jul 18, 2018
Non-Erotic

Dalila. Oh how have you done this to me? Once again I find myself in a state of longing for something I know I will never have. I ache for a complete stranger. Is it because I didn't say goodbye? I have only known you for six hours and I wish I knew you longer. I wish I could have been alone with you for longer. I arrived with my girlfriend. You were th...

Fun at a Pioneer Camp

by russianguy30 on Sep 14, 2017
Group Sex

All characters are 18+ * My first sexual experience happened when I was a group leader at a pioneer camp. All group leaders were friendly and I had a relation with Olga from another group. This freshman was slim, long-legged with wavy hair to her slender shoulders. Although the girl was a real knockout, she was very shy. When we were at the white-sand...

Fun at a Pioneer Camp

by naughtyrusguy on Sep 1, 2017
Group Sex

All characters are 18+ * My first sexual experience happened when I was a group leader at a pioneer camp. All group leaders were friendly and I had a relation with Olga from another group. This freshman was slim, long-legged with wavy hair to her slender shoulders. Although the girl was a real knockout, she was very shy. When we were at the white-sand...

Dare

by HornySteve on Dec 22, 2017
Group Sex

College. It's treating you surprisingly well you thought. You've kept most of the friends you had (apart from one or two who moved to other colleges), you've kept your exceptionally attractive girlfriend by your side, and your studies are also going swimmingly. You wish you could spend more time with your best friends though, they're all such a laugh to hang...

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Wedded Bliss

by yuki3o on Apr 29, 2025

Mr. D I'm glad you've come to seek my advice. How can I help you? Tim One of my friends who just recently got married, told me that you gave them some really good advice. And I too am getting married. In fact it will be just next week. My girlfriend and I have been friends since we were kids and we just recently graduated high school. I was hired at a constr...

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I've Had Enough!

by free_fall on Sep 16, 2017
Reviews & Essays

Well, unfortunately for you if you were looking for a jerking story, this is not it. This is going to be more of a rant then erotic. Actually, there isn't going to be any erotic story telling in this one because I'm going to be truthful to you and say that my sexual escapades are few and far between. You see, my relationships have been kind of a joke. My fi...

Cassy Gives Herself

by DreamingOfRevelry on Sep 13, 2017
Romance

Before being married, I was living in a house with two artist students. My then girlfriend lived in her own house share. Ours was a very large house with spare rooms we'd use for studio space, open areas for communal get togethers and all in all we were a happy group of three young guys, committing to our creative lives and generally having a good time. We...

Shemale Devil in Disguise Pt. 01

by Chomedey on Jan 20, 2020
Transgender & Crossdressers

This story talks about how a charming shemale I thought was completely harmless practically stole the love of my life and my honor. It's May 2018. I just finished my third year of University. One more year of school and I graduate with a degree allowing me to enter the job market. This summer after passing my exams, I was planning on staying at my parents...

Saundra

by geraldf on Sep 13, 2017
First Time

At the time this story happened, I was working as a freelance proofreader for several small publishers in New York. I had come to this particular building on Fifth Avenue to pick up a job. I had always enjoyed coming to this building because it housed one of New York's biggest modeling agencies, and I almost always shared an elevator with one or two models w...