Hailey Stories

306 results
Orientation
Length
Source
Infinite Scroll

A Dragon's Tale Ch. 14

by Antiproton on Sep 14, 2020
Sci-Fi & Fantasy

CHAPTER 14: How to Train your Dragon Huntress Ethan opened the captain's cabin door only a crack to ensure he wouldn't be fried by the attacking dragon. Fortunately, the weather deck was clear and he could see the dragon circling in the night sky not far away. Alana peeked out from behind him, bow and arrow at the ready. *Stay here and only fire from the...

Religion Can Justify Anything Ch. 02

by MountainMike on Sep 19, 2017
Loving Wives

Dear Literotica readers. As it's been three months since I posted Part I, I suggest you read Part I before reading this. I apologize for taking so long to post this conclusion. Since I finished the first installment, I have gone through changing jobs, moving to a different state [still in the mountains] and consolidating all the things we accumulated through...

The Emascualtion of Henry Smith

by ShelbyDawn57 on Mar 3, 2020
Transgender & Crossdressers

1. "Yeah, divorces are expensive because they're worth it." I joked to Tony, the bartender as he handed me my drink and pretended to ignore me as he turned back to the Cowboys/Giants game on the TV over the bar. I'm pretty sure that if I had been drinking something less expensive than the 18-year-old Macallan in my glass, the bartender might have been even...

I Got Caught Skinny Dipping

by VivicaSnow on Feb 4, 2020
Interracial Love

"Have either of you ever been with a black guy?" my friend Jasmine asked. "Well, we all know Hailey hasn't, but I have," Courtney said. I rolled my eyes. "Thanks Courtney." She was always bagging on me for not being as 'free spirited' as her. "Was he big?" Jasmine asked. "Yeah. He was like six-two and played football so, y'know, fit." "No, I mean was he...

Jennifer's Cleaning and Organizing

by redwolf555 on Dec 10, 2019
Fetish

Editor's note: this story contains scenes of incest or incest content. ***** Jennifer Conley was in her car driving back to her office. While driving she was reviewing her visit with Mrs. Smithroth. Jennifer, a stunning blonde with long legs, pert tits and a perfect little ass, still could not believe what had just happened. Jennifer, 32 years old and very...

5 Rings

by keron on Nov 22, 2016
Fantasy

You sigh as you walk down the street, heading to your family's store. For four generations, your family has run 1 of the world's most prestigious auction houses. While there were many auction locations, there's also a storefront in downtown New York. You had wanted to get away from the family business, majoring in journalism at Columbia. However, after your...

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Cleaning Off by Getting Dirty

by VivicaSnow on Mar 9, 2020
Interracial Love

"Oh. My. GOD. You have to tell us everything!" Courtney said as I returned home wearing Mr. Chapman's sweatpants and t-shirt looking like I had just run a marathon. "I plead the fifth," I said, heading into my closet to change back into my PJ's. I was excited to get a bra back on. My natural E cups had been braless for a couple hours now and those puppies...

Karma's Valentine

by Sultry_Sieren on Sep 16, 2017
Romance

Hailey aka Karma was working on Valentine's Day because she was one of the few dancers at Enticing Nights who actually didn't have anyone to spend the day with. While getting ready for what was sure to be a slow shift since a lot of dancers didn't show up, the owner Devon Cander walked in. "Where is everyone?" he asked in a deep sexy voice she loved so much...

A Natural Disruption

by libkil on May 7, 2019
Fetish

This story is a tribute to (i.e. blatantly plagiarises) Extreme Size Encounter, by gemyt. It's one of my favourites, even though it's unfinished, so go check it out. Content note -- unrealistic proportions/anatomy, excessive cum. -- My wife and I are practicing naturists (i.e. nudists) and I publish a quarterly newsletter online focusing on naturism. Beca...

Late

by DaddysKittenUwU on May 7, 2019
Fetish

Hailey's eyes darted to the door from the sofa, where she was curled up with a book. Every so often, the tick of the clock would remind her that it was nearly time for her fiancé to come home from work. She had dinner cooking on the stove and she didn't want him to be late. However, that wasn't the only reason she waited eagerly. Her breasts were begging to...