Literotica Mature Deflower Stories

351,458 results
Orientation
Length
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Infinite Scroll

Christie

by Patrick Flanagan on Sep 13, 2017
Mature

My wife and I had made friends with Christie and her mom about four years ago. Christie was only sixteen and still in high school when her parents divorced and it was kind of rough on her. My wife and I took Christie under our wing and 'adopted' her as the daughter we never had. Two years ago Christie moved on to a college in California and, again, my wife...

Indian Hotwife Sona Cuckolds Hubby

by sultrySona on Sep 25, 2017
Loving Wives

I am Sona, 30 year old married woman from Bombay, India. My height is 5 feet 1 inch, little dusky , ,buxom with 34-28 -36 figure. My thin Jeweler hubby is 5 feet and 6 inches. We are married from 7 years. We don't have any kid as my hubby has some sperm problem. After marriage I realized that my hubby is not good at sex. He has a tiny limp cock... which ca...

Eve's Journey Begins Ch. 02

by rob_eve on Sep 15, 2017
Loving Wives

Author's Note Part One of this story received complimentary comments but also some very odd ones! Eve's Journey is a "Fantasy" about a married woman (with the knowledge and sometimes participation of her husband) experiencing a range of sexual adventures. It does not condone such behaviour, but is simply meant to be an erotic fantasy story that couples migh...

Jewel

by Big_I_929 on Sep 17, 2017
Mature

1PM, another 4 hours of work to the end of the week and the start of a weekend without my menopausal wife around since she, her best friend Laurie and a few of their friends were having a "girl's weekend" at a luxury spa compliments of her employer. I couldn't wait to hit my favorite bar, a very popular local band was playing tonight and there would be a few...

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...

Why Didn't You Tell Me?

by ExoMani on Sep 13, 2017
Toys & Masturbation

"Oooooh!" moaned the tall, young, blue-eyed blonde, "I'm so tired of studying! I want to go to bed!" The librarian and I looked at each other and smiled. "Classic, All-Americian, cheerleading pussy!" I chuckled to myself, "I wouldn't mind taking her to bed!" I'm not exactly sure what Andrea, the librarian, was thinking, but she was also clearly amused. "May...

Double Time 5

by NormaJane on Aug 26, 2019
Erotic Couplings

Editor's note: this story contains scenes of incest or incest content. ***** The play-script form used for Double Times 1, 2, 3 and 4 will not serve for the next episode of the sequence of my encounters with a pair of young transgirls in Portugal 20 years ago. In Double Times 3 and 4, my delightful transpanions described their initial sexualisities with th...

School Daze

by Croony on Dec 29, 2017
Fetish

Abbottsford College, situated in the City of London, was a prestigious all boys finishing school that catered for teenagers from the age of sixteen to eighteen. The pupils were mainly from rich and titled families who wanted their sons to experience the strict regime and make them into better adults. David Bryden was the headmaster that dealt with disciplin...

Polly Has More Than Her Daughter Ch. 02

by acdd123 on Sep 13, 2017
Mature

Ian tried to compose himself. He took deep breaths as he changed his shorts and trousers which were drenched in his thick cum. He had to get the image of his girlfriend's mother and her huge firm tits out of his mind. Ian went downstairs and talked absent mindedly with his girlfriend Vicky and her boring father. He waited nervously for Polly to appear. Poll...

Punished Asian Shoplifter Ch. 11

by asianspankee on Sep 15, 2017
Anal

It's now time for my second to last punishment session at your office. It's going to be another after-hours one, which hints that something unusual is going to take place again. I cringe at the thought of what else could it possibly be that I haven't been subjected to already? Well for starter, when I walk into your office there's an odd-looking wooden benc...