Shy Girlfriend Stories

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Shy Girlfriend Fucked Hard

by mini420 on Feb 12, 2019
Erotic Couplings

It was 6pm on a Friday evening and I was just getting home from work. I unlocked the door and all the lights were off downstairs. I called to my girlfriend Mini and got no response. I went upstairs to check and found her asleep in bed. She works early so this wasn't unusual for her, but she was naked with no covers on her. I rarely get to see Mini naked li...

You and your shy girlfriend

by Mylen Ploa on Apr 29, 2025

You are on top of her, arms on her shoulders, legs intertwined and torsos pressed up against each other. Never have you managed to kiss a girl but here you are now, on your bed and pushing your lips into hers. She's in the exact same boat, never haven kissed a guy before but here she was, her large chest pressed straining against the fabric of her shirt and...

I Bet My Girlfriend

by mikeanddanielle on Sep 13, 2017
Loving Wives

It was coming up to Saturday night, which means my usual late night game of poker with a few of my mates. We did this every Saturday for as long as I can remember. It was just an excuse for us to talk woman and get drunk, sometimes even win some cash. Maybe I should tell you a little about myself and my life. I am mike 23, average build average job. What wa...

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...

Studio

by Gecko68 on Sep 13, 2017
Exhibitionist & Voyeur

Christen is the first really sexy girlfriend I've had - beautiful, dark eyes, a shining smile and a gorgeous figure that drove me wild. We've been going out for three years now and whenever we're out on the town there's no shortage of guys checking her out. While I always thought I'd be furious if Christen ever cheated on me, watching guys lusting after her...

Bad Penny Ch. 02

by MVPrimetime on Sep 19, 2017
Group Sex

Mike and I enjoyed watching our girlfriends licking each others pussies. They took their time, responding to each other, mirroring each other. Tara was shorter than Penny, so some movements meant that one or the other had to pause and let their partner pleasure them. Eventually Tara came, and then she insisted on making Penny come. She moved Penny's legs to...

What Lana Taught Me Ch. 07-09

by JorisKHuysmans on Sep 15, 2017
Group Sex

(The Story So Far: Virgin Ricky lost his cherry in bed with his upstairs neighbor, curvy BBW Lana, and her Army husband Bart. But he was striking out with his shy girlfriend Cindy-- until they passed a peepshow and she performed a show just for him. What's up with that?) * SEVEN "Cindy, we need to talk," I said. "What about?" she said, smiling sweetly....

Tom, Helen and Kate Ch. 01

by sir_clackers on Sep 1, 2017
Group Sex

First of all let me set the scene a little. My girlfriend Helen is 23 years old and stunning. Slim but with all the right curves. An F cup chest and long long legs make me feel like the luckiest man alive. Her long blonde hair cascades over her shapely neck and shoulders making her look even sexier. Tonight she is having a girly night in with her best frie...

Chen

by spitzharder on Sep 14, 2017
BDSM

Chen, a beautiful, olive skinned, Israeli, Shemale was the owner manager of an underground club called 'Weals and Squeals', which encapsulated the nature of its customer's interests. The lesbian clientele were of all ranks and walks of society, the fees were high but then so were the scale of desires. A lesbian mistress used to bring a nubile naked young...

Tucker's Studio Ch. 26

by riverboy on Sep 25, 2017
Group Sex

All people and places are fictional. All characters are over eighteen. ——————— Two Girlfriends It didn't take long for Liz to become a big part of Tucker and Marsha's lives. Tucker had thought Marsha's idea of him having two girlfriends was just a little role playing fun, but she was serious, and Liz was happy with the idea too. It was an equal opportunit...