Virgin Man Stories

249,952 results
Orientation
Length
Source
Infinite Scroll

A Virgin No More, First Time Sex Ch. 04

by SusanJillParker on Sep 12, 2017
First Time

Jessica, a virgin, readies herself to have first time sexual intercourse with her longtime boyfriend, Michael. Jessica and Michael met during their junior year in college. He was so handsome with his chestnut brown hair, big, brown eyes, and beautiful smile. With him being a writer, he was so full of life, creativity, and big ideas. He was going to write th...

The Witch's Offering Ch. 01

by BluDraygn on Sep 25, 2019
Sci-Fi & Fantasy

The woman would have looked out of place at a Halloween party, people glancing at her out of the corners of their eyes, thinking that she was just a little too comfortable in her costume. But she wasn’t at a costume party and it was a sweltering summer night instead of the last week of October. It was unusual to see someone sitting alone at one of the large...

Ritual Deflowing on Halloween

by ButterflyLane on Sep 12, 2017
First Time

Bobbie lounged in the bubble-filled tub, wiggling red-nailed toes absently. One dainty, well-manicured hand idly stroked the pink-tipped nipple poking merrily out of the foam. The other hand disappeared from view under the water, its current occupation obvious from the ripples in the water as well as the dreamy expression on her face. As she stroked herself,...

Meant To Be Together, I'm the One

by SusanJillParker on Sep 13, 2017
First Time

A 40-year-old virgin has a threesome with daughter and mother. Unable to find her, Jerry, a 40-year-old virgin, grew tired of looking for the right woman. Truth be told, with one woman possessing this quality and another woman possessing that quality, after looking so long, he wouldn't recognize the right woman, if he tripped over her. Always striking out...

Andy Decides to Become a Model Pt. 04

by andyMassage on Nov 4, 2019
First Time

The following story is fiction and does not describe any real person, location or situation in particular. All characters engaged in any sexual activity are at least eighteen. This submission is the end of my 4-part series about a mature man starting to model for an artist, leading to other fun sexual activities. I hope you have had fun & enjoyed reading my...

You Bet! Ch. 02

by Charkas on Feb 6, 2018
First Time

In the previous chapter, Thomas the tripe shop owner agreed the bet TC proposed him: to find a virgin prostitute around the red light district of Athens in order to save his business. Since TC was a Tax Collector, and Thomas did not make his tax declaration for the last three years, he would either have to pay 1 million euros, or take the bet. Thomas chose t...

Wearing Down A Virgin's Resistance

by wallyrutherford on Sep 18, 2017
First Time

A 26-year-old virgin, Tammy had a lot of uneasiness "going all the way" with a man before marriage. But over time, in her latest relationship, she would allow this one guy she met to engage in some "everything...but" which she believed would be "easier" on her conscience. After their dates, Tammy and Don, who was a little older, would often make-out on the...

Elusive O

by FemmeCreole on Aug 18, 2017
First Time

After I got out of the Army, I was restless, I was a virgin and I was not happy with that status. It's not like I was picky. Well I was, or my body was. The guys I was attracted to were not attracted to me. They wanted a fling. I wanted a boyfriend. My time in the Army was brief, yet long enough to fall in and out of lust with Welsh. It was official, Vanilla...

Jogging

by Ashson on Sep 13, 2017
Erotic Couplings

Me? How to describe myself -- I'm in my early twenties, reasonable looking, intelligent, tall and fit. I like running and women. They're fascinating creatures. Her? She was tall, pretty, athletic and in her early twenties. And sexy. Really sexy. I came across her while out jogging early one morning and, as far as I was concerned, it was lust at first sight....

Sister Cities Ch. 01

by PinkIris on Dec 3, 2019
Novels and Novellas

Leona stared into the mirror and assessed the lines on her face. She was tired. Faded blue eyes looked out of a face that resembled a roadmap of deep wrinkles. I look like a fucking mummy, she thought to herself. It was time to die and get this damned life over. Turning away from the mirror, she gathered her soft, silky robe around her. At least there was o...