Vaginal Stretching Stories

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Orientation
Length
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Infinite Scroll

Can't Rape the Willing Ch. 03

by MadisonMaven on Mar 17, 2020
Erotic Couplings

His hard-on pressing into my thigh, Jim devours my sweet luscious breasts, and I moan and writhe beneath him. My fingers brush against his lightly hairy stomach, I'm desperate to feel any part of him. "Jim, sweet sexy Daddy, untie my arms? I want to touch you." He sucks harder on my nipple, pulling back, stretching my skin, lifting my massive breast with...

Anal Training Ch. 04

by Catchandrea2397 on Mar 3, 2020
Transgender & Crossdressers

Hello Pet Welcome back. Are you ready to continue your training? Good girl. Yes thats what you are now. My little girl. My little slut. I hope you've been training as I instructed. Have you been teasing that desperate ass of yours? Good. Before we continue I want you naked and clean. Ready? Good. I need you to get a few things ready for me p...

Bikini Babes & the Nude BBW Ch. 02

by Robot_Shark on Sep 19, 2017
Group Sex

"The whole thing was in extremely bad taste," Maddie said with mild indignation. Angelina shrugged. "It's just sex," she said casually as she diced the celery. "You do know that people like to fuck each other, right?" Maddie sighed in retort. "Whatever. I'm sorry; I still can't believe he had sex right in front of us." "In front of us?" Eddie chuckle...

Caught with his Pants Down Ch. 01

by Olddirtyman on Sep 25, 2017
Novels and Novellas

Chapter 1: Don't Do That. Do This. Katie DeWitt couldn't help watching. Her step-son, Tony, was beating off again. He was seated at his desk, naked from the waist down, in front of his laptop. Katie assumed that he was watching some sort of porn. She gazed at the boy in horny fascination as her husband's eighteen year old son stroked his long, thick cock....

David's French Tutor Ch. 10

by Thorilla on Sep 19, 2017
Fetish

(It was 1885 and, as a nineteen year old boy, I was staying with family friends at their large house in the English Midlands. My name is David Shaw and I was there to learn French conversation under the tutelage of Miss. Marie; the family had two 18 year old twins, Anna and Sarah who were also learning French with me, this is part ten of my tale.) *** I wa...

Oral Annie O'Donnell

by johnnieblue44 on Sep 11, 2017
Erotic Couplings

I was thirty-one, single, and running an upscale shopping center in Washington, D.C. I was also in a long-distance relationship with my French-Polish girlfriend, Yvonne, who was almost a decade younger than me, finishing up her undergraduate studies at Princeton in Central Jersey. Yvonne and I were able to get together, on the average, about every other wee...

Weekend with Elaine Ch. 01

by clarepanties on Sep 26, 2017
Transsexuals & Crossdressers

Well, a very nice surprise has come along. A very old girlfriend has invited me over to her place in Norfolk for "an interesting very long weekend" in 10 days time. Instructions are to follow. The last time that we spent together was more than interesting and definitely explored some new experiences for me, and also for her. And it is some of this that I wil...

The Money Dance

by jkthekat on Sep 13, 2017
Erotic Couplings

Lounges, always have been my 'office'. I play guitar and sing for a living and the fringe benefits are fantastic. I walked up to my little one man bandstand, sat down on my stool and adjusted the guitar and then the microphone. I usually play guitar, and sing to the accompaniment of what's known as MIDI files. They help me sound like a four or five piece gr...

A Young Stepmother Takes Charge Ch. 02

by lesliejones on Sep 25, 2017
Fetish

--This story is a sequel and may be read on its own or after reading the first instalment.-- * Yvonne was feeling a great deal more confident now that she had definitively brought her 24-year-old stepdaughter Kathryn under her control. Kathryn had been defiant but had gradually been made to play by Yvonne's rules once it became clear that her daddy, Yvonn...

Bred by the Tentacle!

by Mister_Shy on Sep 25, 2017
NonHuman

Author's Note: It's been a long time, huh? I've missed you all so much. The reader interaction on Literotica is what makes this community so great, and if it wasn't for you guys I'd never be where I am now. I know it's just sexy stories but it really means the world to me that so many of you have read them. Not only that, a lot of you have favorited them, s...