Shy Guy Stories

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True Story of a Threesome

by lust4me on Sep 1, 2017
Group Sex

There was a party at the apartment directly above from me. I was invited and was looking forward to it, as I was new to the town and hadn't had any fun for a while. The three guys that shared the apartment were young and good looking as hell. They were definitely not gay, because all of them had made it known they found me quite attractive. This was a huge...

I Did It

by Imstillfun on Sep 12, 2017
Loving Wives

We had been married for 2 years. It was a second marriage for both of us. My husband is an amazing man. He has always wanted to make me happy. We both came out of bad marriages where our spouses did not want to communicate. I didn't know anything else. Right from the start my husband told me we would have no secrets. That all those things people don't say to...

Sex Class Ch. o2

by TheBeavMan on Sep 14, 2017
Group Sex

The teacher despite her conservative appearance was giving me an excellent blowjob. She stopped for a minute to gently push me into a sitting position on her office couch then continued to give me a good licking. I undid the bun in her hair and ran my hands through it as she bobbed her head up and down on my rock hard prick. She knew what she was doing as sh...

Too Shy All Over Again

by InnerGold on Sep 16, 2017
Mature

I'm one of those people that is afraid of life, afraid of other people. Shy as a kid, painfully shy. No girlfriends until mid-20's, then married my first one. Thirty years later, after endless work on myself, endless therapy, workshops, challenges and successes, children, a divorce, and a passionate love affair that ended with her leaving, I finally felt no...

Lusus University Ch. 02

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

Shylah fell back heavily against the door, causing it to shut with a thud. Samuel was pressed against her tightly, lips claiming hers in frenzied passion. Her arms draped over his shoulder, fingers lightly playing with his black hair as they both fought for dominance during the kiss. His hands slid slowly up from her waist, up under her tank top and stopped...

Fox

by tyhe on Aug 29, 2006
Interracial

A group of college students throw a party at a friend's house, and it turns out to be a lot bigger than expected. Choose one of two people to take through this party and find out what lies in store for them. Party Girl Raychel is a hardworking college student and hardly ever strays far from her studies. One of her friends convinces her to have some fun for o...

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Unicorning for a College Couple Ch. 01

by JaneAustenGirl84 on Dec 30, 2019
Erotic Couplings

The best weekend of my life started out simply enough. I drove the six hours separating mine and my best friend, Mary's, colleges and stayed at her house for a nice, long, holiday weekend. And I was determined to get laid. I arrived at Mary's house Friday night with plenty of time for catching up, dinner, and drinks in her living room late into the night....

Shy Wife Exposed To An Admirer

by ttlvr on Sep 26, 2017
Exhibitionist & Voyeur

Those of you that know my wife know that she is an interesting combination of beautiful and painfully shy. She is petite with a tight body, about 5'4" 110lbs. My wife is well known around town, active in local theater and our church. This fall, her volunteering and church led her to one of her most humiliating exposures. Jessica often volunteers to help wit...

Heather's Virgin

by DerekM on Feb 25, 2019
First Time

"Gerald, I'm going to say goodbye to you here." She put her arms around me and gave me a hug. She whispered softly into my ear, "You'll always hold a special place in my heart." Then she gave me a brief but sensual kiss on the lips. And I watched her walk away. Gerald When I moved to Manhattan a couple of years ago, I had hoped I would date more. I was alw...

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...