Deflowering Stories

1,289 results
Orientation
Length
Source
Infinite Scroll

Hobbit Erotica

by sassperus_manilow on Sep 17, 2017
Celebrities & Fan Fiction

One fine evening, where the moon was full, there lived three lonely hobbits. First there was Sam the Wise. He was married to a bartender and enjoyed wearing black satin g-strings and threw each one away after being used once. Then there was Pippin the Scavenger Man. He was pretty thrifty and bright. So often he ravaged through random trash barrels. On a cert...

Double Switch Ch. 05

by Just Plain Bill on Sep 16, 2017
Novels and Novellas

A Note to the reader: Double Switch is a novel with a Prologue, an Epilogue and 18 chapters. The Prologue has been on this site for some time. Unfortunately, the censors at Literotica rejected my first and second chapters. I have rewritten them, making sure that no overt sexual activity takes place until the participants are 18 years of age. To understand...

Second Chances & Erotic Romances

by AinuraOsorio on Aug 31, 2017
First Time

She lay awake in bed, her eyes tracing the posters of beer advertisements and gracefully distasteful Playmates. The sheets reeked of body odor, beer and ancient semen. Shelley swore she never knew why she stayed in that contemptible bed, but deep down, she knew the truth. The reason she fucked the arrogant frat boy was for a quick thrill and hopes for affect...

Lustful Leeves Ch. 02

by dreampilot79 on Sep 12, 2017
Chain Stories

Ashley Shorttree, was supposed to be a woman on a mission. Somewhere, however, she had lost her way. Her job, along with a dozen others of her kind, was to watch the humans on earth. They were desperate. Their star was almost ready to explode. They had only 500 years to find a new place for their race to live. 500 years for a race of mobile trees was a very...

Old Scottish Fairy Tale

by Ratamaquee on May 20, 2019
Humor & Satire

In the Scottish Highlands, during the Clearances and late in the days of the Jacobite Risings, there lived an old woman of malicious spirit who was named Divina Slaugh. In a cluster of huts deep in the woods outside the village of Arichonan, Grandmother Slaugh presided over an assemblage of tainted hussies whose daily toil consisted primarily of thieving and...

Jennifer at St. Ciels Ch. 6

by anbk on Sep 12, 2017
Exhibitionist & Voyeur

Jennifer sat dejectly in the cafeteria eating her breakfast. It had been a week since Prof. Gilbert had told her that he was going to recommend her for the Benefactor's Dinner, but as yet she had not heard if she was selected. All week she had played with herself, jerking off to the image of Mr. Lewis slowly fucking her in the ass. Even now, as she thought o...

Deflowering Jenny

by mpqm1968 on Sep 13, 2017
First Time

An iron grey cloud passed overhead as Jenny skipped from the bus, kicking up the puddles from the earlier downpour. Just then,the 18-year old student with strawberry blonde hair tied in bunches realised her mistake: the bag visible through the window in the seat she'd just vacated. Waving frantically, the driver oblivious cut an oblique path into the line of...

My Old Guy Ch. 02

by anonentity on Sep 17, 2017
Mature

Chapter 02 Tasty Tasha tells all! "Dear Mister Old Guy, WOW! All I can say is WHEW!! I keep on looking at that picture you took of me straddling your legs with your cock in my hand aimed at my craving cunt! Not that I will ever forget that moment but I'm sending this letter to you so you will never forget it either. Well like I said in my first letter t...

Unexpected Sex

by woman_inside on Sep 16, 2017
Transsexuals & Crossdressers

My ex-girlfriend hadn't changed since I'd last seen her. She was still slim and, while not exceptionally curvy, definitely with enough curves in the right places. She was also definitely dressed to impress, wearing a yellow summer dress that went well with her shapely, caramel-colored legs and contrasted nicely with her well-brushed jet-black hair, her legs...

An Accommodating Lady Ch. 07

by gordon_a on Sep 17, 2017
Mature

Hor and I returned to the lounge hand in hand, which did not go unnoticed by my two Accommodating Ladies, who were sprawled out relaxed on the sofa looking as though they had had a bit of a session themselves. Three of the buttons on Ruth's blouse were undone, revealing a very sexy white lacy bra, and Sue's lipstick had smeared somewhat. Nice to swing both w...