Virginity Stories

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18 Today - Her Virginity MUST Go!

by MrsJ on Sep 13, 2017
First Time

18 Today -- Her Virginity Must Go! 50 Guests Witness Jenny's Birthday Defloration 'Fantasy' -- 'n., a fanciful mental image; a day-dream; whimsical speculation' ... but it COULD have happened... 'Thankyou for coming tonight to help us celebrate Jenny's 18th Birthday,' John said. 'Some of our relatives know what is about to happen, but most of you -- pa...

Virgin Boy

by April601 on May 11, 2020
Erotic Couplings

In my early 20's I dated a guy named Terry. He was a nice enough guy, very respectful and polite. He was my age and not the typical bad guy type that for some reason I seemed to attract or was it I was attracted to? I began dating him and soon realized he was on the more serious side. Honestly, I didn't expect that he could hold my attention for more that a...

Peggy's Diary, Excerpt 01

by Susie_O on Sep 15, 2017
First Time

Excerpts from the Diary of Peggy Douglas In which she meets Ron and decides to ask him to take her virginity Peggy has been keeping a diary since she was 8. She started when she received a paper diary as a gift and now keeps it in encrypted text files on a thumb drive. At the time of this first entry, Peggy is 18 and starting her first full year at the loc...

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...

Most Memorable Loss of Virginity

by csljr1j on Jun 12, 2019
First Time

I mentioned to you before that while I had eaten pussy a few times and received a blowjob once, I hadn't fucked 'properly' and was still a virgin. You had latter brought up a plan to change that last fact, and hinted it would be an exceptionally memorable way to lose my virginity. I was on my way to your place, eagerly anticipating losing my virginity to you...

The Virgin Games

by GateKeeper_A on Mar 16, 2016
Miscellaneous

"You all know why you're here," The well dressed gentleman purrs with a smile, "You're here for the chance to win ten million dollars, CASH." He flashes his toothy grin. "You've all signed your paperwork and agreed to the terms of the game. This island," a touch of mischief touches his eyes, "Yes, I said island, which means...

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A More-Men Wife Ch. 01 Pt. 04

by PolySwingerWife on Dec 14, 2020
First Time

I'd gotten married on Friday afternoon, and by Monday afternoon I'd had sex with eight other men. On Friday morning I was a virgin. By Monday afternoon I'd lost my virginity to a man that wasn't my husband, been gangbanged by five black men, then I went out looking for more men to fuck me. I was eighteen years old, and the man that took my virginity was th...

Tipping Point

by Ferax on Oct 15, 2017
Fetish

"I want you to fuck her." She said. "What?!" I asked. "I want you to fuck her 18-year-old cunt and put a baby in her tight little belly." She said. I looked up my wife in astonishment. I knew who he was talking about. The girl had been ruthlessly flirting with me, and even given me a pair of her panties for seemingly no reason. I admit I had been a daydre...

Losing My Virginity at 20

by Sensual4u22 on Sep 13, 2017
First Time

Losing my virginity at 22 to a 46-year-old man I met online (100% True) I was never really interested in sex while in High School. Certain things were occurring in my life at that time that really kind of pushed it from my mind. After leaving my home to attend college all that began to change. I began having recurring fantasies about losing my virginity to...

A Wedding Night Pegging

by pwlrstr on Sep 12, 2017
Fetish

"It would be more of a big deal if it was the first time," Jon had said, instantly regretting that it sounded a bit negative, when his fiancée Naomi had asked if he was looking forward to their wedding night. "I mean, I don't really believe in saving yourself for marriage or any of that crap. I think it's definitely been a good idea to have lots of sex first...