Virgin First Time Stories

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Trophy Virgin

by Sophia on Sep 18, 2017
First Time

I grew up in a small town in Kansas. When I was in the 6th grade, my breasts developed very fast. I was a full C cup and the end of the summer. Entering the 7th grade, I was busting out of my bra, and graduated to a D cup. All the boys looked at me constantly. I was always trying to hide my breasts. They were really hard to hide. My nipples would get hard an...

Dear Matt

by cdtiffanymd on Oct 19, 2020
Transgender & Crossdressers

Dear Matt, I'm so sorry that I took so long to get back to you. Every time I tried to write to you these last few days my wife walked in to the room so I had to stop and hide what I was doing. But the other day I got her. We were in the car and she was driving so I started to daydream about us, We were driving around in your car together one night. Your ri...

My First Time

by bustylibrarian on May 16, 2018
First Time

This is not going to sound like a true story. But I promise you, PROMISE YOU, it is. I don't remember what day of the week it was... but I had talked to my best friend that morning on the phone. It was the end of my sophomore year of college, and she had been my best friend since we were 13 years old. We'd been through as many trials and tribulations as on...

Virgin with Girlfriend's Mom Pt. 01

by MF4BIM on Sep 13, 2017
First Time

At 18, I was on top of the world. My parents had bought me a car today for graduating high school with honors. I could not wait to show it off to my girlfriend. We had been going out about two months and I was hoping that I could get my first taste of pussy to top off my amazing summer. I drove over to my girlfriend Ann's house. It was early, about nine am...

Emmie Does Anal

by Goldeniangel on Sep 26, 2017
Anal

Emmie paced around the small room rather fretfully, wondering what on earth she was going to do. She desperately wanted into the sorority that she'd applied to, even though she'd known from the getgo that it required its freshmen members to sexually satisfy the frat brothers of a neighboring house. That fact was the worst kept secret on campus. But every gir...

Monsoon Ritual Pt. 01

by Dravid10 on Dec 25, 2018
First Time

All characters in the story are over 18 year adults. *** A late evening I was invited to a feast by a neighbor, my only friend in my maternal ancestral village and I was indicated to freshen up and wear a formal dhoti for the ceremony. I was here in this village after almost two decades due to the demise of my maternal Aunt, beloved. It was brisk walk as...

Help a Virgin Out

by SlutProblems on May 20, 2019
Group Sex

Why was I a virgin? I don't know, really. When I looked in the mirror I didn't think I looked that bad. I had wide, blue eyes and long, light brown hair. I was silly, sure, but a lot of girls are. I just didn't get why I was getting passed over by the guys my age. I wasn't too nerdy and I hung with a crowd that wasn't considered to be socially deficient. I j...

Cookies Please!

by JoeyUk on Sep 1, 2017
Group Sex

Paul and Barbara Blake were in their late thirties, and had been married for just over eight years. Although the Blakes were usually very active and constantly on the go, today they planned on spending a quiet Saturday at home. Rising late, the young couple showered, and since the morning was almost over, they skipped breakfast. The only task they had given...

The Perfect Wedding

by doctorwes on Oct 7, 2019
Erotic Couplings

Her name was Lori and this is a story of when she got married a few years ago. Before you read any further, be aware that this is not the fairy tale kind of wedding that you might be expecting. At age 25 Lori was still a virgin. It wasn't that she had the opportunities to lose it over the years because she did. At 5' 8" some called her statuesque with her gr...

Memories of a Virgin

by HotRoger on Sep 17, 2017
Mature

Imagine a good-looking guy, tall, straight, intelligent, 20 years old and still a virgin. Sounds strange doesn't it? Still it exactly describes my situation at the time. Sure, I'd had girlfriends. You know how these things go. They all wanted to kiss, and in some cases they even let me touch there breasts, but sex… nope. On the other hand my friends all seem...