Virgin Guy Stories

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Two Bennington Blind Dates

by Longstretch on Aug 18, 2017
First Time

I was a "freshman counselor" overseeing and living with 12 Ezra Stiles College freshmen on Yale's Old Campus. I had a single room, free meals at the freshman dining hall, a good stipend, and money to spend as I saw fit to socialize my charges into college life. Combined with my full scholarship, I had no expenses and was living well. For the last three year...

Collared

by RedhairedSub25 on Sep 17, 2017
BDSM

'I have a present for you slut' his voice said from somewhere behind her. Chloe had assumed the position, on her knees, hands in her lap fidgeting nervously, face hidden by her bright red hair as she looked down at the floor. It had been over a week since she'd seen him. He'd been out of town at a gig. They'd texted the whole time but she'd still missed him...

Only Whisper

by JenniferMidnight on Sep 13, 2017
Erotic Couplings

Okay, I admit it. I’ve always been curious about chat rooms on the internet. That’s why I perked up, big time, when it was the topic of conversation at lunch the other day. My friends were talking about their favourite sex chat site on the Literotica website and how they were living out their fantasies. Now you must understand, I’m a happily married woma...

Holly's Night Out

by Moxon4 on Sep 13, 2017
Illustrated

Thanks to FallenangelsSlut for the idea for this story, as well as the pics. Also thanks to Fallenangel3 for allowing me to use her pics. * Since Tricia and her friend first fed Holden's fantasy of dressing their relationship had totally changed. Holden would turn into Holly almost daily now, and Tricia loved it. She could take her out shopping and they ha...

A Night at Delta Chi

by AUBandGuy on Aug 18, 2017
First Time

Be forewarned. This is not a quick jack off story. If you're not willing to read a little, go to another story. Otherwise, enjoy. Another boring weekend, I thought to myself as I sat around my apartment. Why the hell isn't there anything to do in this fucking town? If you haven't guessed yet, I'm a college student, on a weekend, with no friends in town and...

'Accidental' Sleepover

by theo_minor on Sep 25, 2017
First Time

When I was in high school, I was part of a circle of friends. We didn't really have anything that defined us -- we weren't band geeks, although some of us played in the band; we weren't jocks, although some of us played on the sports teams; we weren't really 'brains' or 'nerds', although most of us got good grades; we weren't the popular kids, or the kids wh...

Mardi Gras Madness

by DarkVentures on Sep 1, 2017
Group Sex

My husband and I enjoy going to Mardi Gras, now even more so than ever. The first couple of times we attended were in our hometown of Galveston and we enjoyed it a lot, although it is a pretty mild scene compared to Mardi Gras in the "Big Easy". We saw things that shocked both of us and even though we are not exactly prudes, we didn't really get into a whol...

Work and Play

by WayneGibbous on Sep 12, 2017
Group Sex

It was the second summer that I worked for our local public library but this time, I was assigned to a different branch from the one last year, which had been the branch I generally went to. Now, before I tell you about what happened, I'll tell you something about me, after all, I do work in a library so maybe I'm not the senior all-star quarterback. And I'...

Big Black Cock Emily and Me

by goldmaster789 on Sep 13, 2017
Interracial Love

Note: This story is complete fiction. It is just a fantasy of mine. This is my first I hope you all enjoy it. My wife Emily and I got married 2 years ago. She is such a cutie 25 years old about old 5'2" brunette nice perky C cup boobs, and a real nice big booty. When she wears a tight pair of jeans she really turns heads. What is what first attracted me,...

Dad's Camcorder Ch. 03

by jallen944 on Sep 12, 2017
Erotic Couplings

It was late when I finally got to Darla's, and I knocked lightly on the door several times before she finally opened it. She rubbed her sleepy eyes and squinted. "What are you doing here?" she said. "I'm here to see you." "I thought you forgot about me because you were having a good time with Chloe." I just kind of looked around and kicked the doormat. I...