Losing Virginity Stories

65,147 results
Orientation
Length
Source
Infinite Scroll

The Sex Games - Round 01: Losing My Virginity

by thesexxilexxi on Sep 14, 2017
Sci-Fi & Fantasy

---The Games--- The Games are a yearly event where five randomly selected eighteen-year-olds are required to compete for survival. The theme varies from year to year, but the conclusion of the Games forever constant. One player remains alive, the others having failed to prove themselves worthy. The fate of this final contestant rests in the hands of the mas...

My Freshman Year Ch. 02C

by Mrs_Jones on Sep 16, 2017
First Time

My Freshman Year, Chapter 2C, The Initiation, Amy's turn Please read previous chapters to understand what is going on. I just had my virginity taken by Bill, the quarterback of the football team and I was still in heaven as I was sucking and licking my juices off Bill's still hard dick, which he called Max. This was to get Max all clean and ready to take m...

Kelly Ch. 2

by CalWriter on Sep 16, 2017
Group Sex

Kelly and I got together about twice a week during that school term and continued fucking. It was a great thing for me since I wasn’t getting any at home. In one of my other classes I made friends with two guys, Greg and Jeff. They were two brainiac geeks but they helped me with my accounting and they were actually nice guys. I had fun corrupting them, buyi...

Birthday Twenty-One

by Tess_Stevens on Sep 16, 2017
Exhibitionist & Voyeur

I couldn't believe it! Here I was—approaching my twenty-first birthday—still a virgin. With no boyfriend to remedy the situation, I decided to take matters into my own hands, so to speak. But first, I had to have the right attire. I bought a spaghetti strap dress made of red, stretchy fabric that felt as smooth as satin and shined like oil. I took it home...

Clarissa and Owen: Mile High Club

by feetures_u on Jun 8, 2020
Fetish

For as long as she can remember, Owen has been infatuated with her presence in his college life. How can he not? Her medium-cut brown hair, her petite yet perky figure, her slender and toned belly, and, his favorite part-her long slender legs, has made Clarissa his fantasy all day long. Since the day they befriended each other, Owen has always been her go-to...

Extra Credit Pt. 04

by ilikegirlswholikegirls on Sep 12, 2017
BDSM

I returned home after dark that night. My day had been busy with purchases I had never made before. I bought Cay one week's worth of uniforms for school as well as a couple of packs of white underwear to change into, since I had already ruined the only pair she had on. Part of me liked the idea of her dirty garments still around her waist, dried with layers...

Fire Tower Adventure

by fishgardengolf on Sep 12, 2017
Loving Wives

Years ago there were several locations in this region of Illinois that had fire towers that you could climb and usually get an excellent view of the surrounding area. One tower in particular my wife and a good male friend would go to talk and do 'other things'. Usually the 'other things' would be him screwing her on top of the tower. One day while telling...

That time I lost my virginity

by malcolmsu on Jul 15, 2020
Anal

For the avoidance of doubt, the following is a true story that describes the occasion when I lost my anal virginity - I was well into my twenties and the young masseuse I guess was about 20 or 21 years old. I was chatting online to someone the other day sharing experiences of losing our virginities. It was obvious, after a little while though, that we were...

Cody Becomes Chloe Pt. 01

by Southernstud97 on Sep 16, 2017
Transsexuals & Crossdressers

Please note this is my first story and I will continue writing if I get some feedback and people enjoy it. Thanks for ready, hope you enjoy! ***** Cody was not your typical high school student. He rarely hung out with friends, never went to any parties, and never really talked to girls. His parents believe that it was only a phase and that next year at col...

Surviving slavery

by Hvast on Dec 10, 2015
Science Fiction

Sandra never expected that her life will change in a such dramatic way. Two weeks after her eighteen birthday she was on a routine scouting mission and then an arrow hit her ankle. It was an arrow coated with a sleeping poison. It was a crafty ambush made by a group of slavers. She awoke in a wagon and spent more than two weeks there with no chance to escape...

Open in Reader