Bailey Stories

782 results
Orientation
Length
Source
Infinite Scroll

Being a Good Girl Pt. 02

by janton on Sep 10, 2018
Transsexuals & Crossdressers

Note: every character in this story is over 18, legally consenting, and completely fictional. Enjoy part 2! ***** She responded with a kiss emoji. My semi-Mistress asked me to give up my life for a week, to be a plaything for her friend, reduced to an object, a birthday gift. And I said yes. Maybe one of the hardest things I've ever done. And she respon...

Dazed and Confused

by whatdreamsmaycome on Sep 19, 2017
Loving Wives

Thanks to the Costermonger, Hale1 and Findegil for their editing work. ***** As I stood in the doorway, I was shocked. My mind whirled and my vision blurred. Confusion reigned supreme as I struggled to comprehend what could possibly be happening. The evidence of my eyes seemed unmistakable, but my mind refused to accept it. What I saw was my wife of 23 y...

Double Duty

by ilikeithot6308 on Sep 18, 2017
Erotic Couplings

The following fantasy is a work of fiction. It definitely contains coarse language and sexual situations, but that's the whole point, isn't it? This is a new storyline, and I suppose there could be some debate about which category to post it in, but since none of the characters involved are actually celebrities, I put it in Erotic Couplings. I hope you e...

Dry Valley Ch. 20

by RedHairedandFriendly on Sep 18, 2017
Chain Stories

Finishing Touches Three days had gone by since the break-in and attack on Jessica and Bailey. The women had been moved to the Walker Ranch, much to Missus O's soft muttering. But she knew the ranch was the place the girls needed to be to recuperate, she was however out there every day just to ease the burden on her friend Sissy, though Sissy didn't find it...

The Jock and the Cheerleader

by PrincessErin on Sep 11, 2017
Anal

"How often do you and Bailey fuck?" Chet looked up at his best friend and laughed. James was always interested in his friend's sex life. It wasn't that he never got any, more like he wanted to compare notes with his friends. "A few times a day at least. If not, we make up for it on the weekend. Do you know her parents actually let me sleep over? As if we g...

Milking The Bull Ch. 03

by DamienDeath20 on Nov 18, 2019
Transgender & Crossdressers

A.N. MOOOOOOOOO!! CHAPTER THREEEEE YAAAAAAYYYY!! Lol I hope you guys are excited to see the next installment of the lovely couple on the farm :3 It took a while but this one was crazy fun to write! The Following Contains: Bull dickgirl fucking the fuuuuuuuuuuuuuuuuuuck out of a blonde femboy with her horse cock. Resulting in slight belly inflation fro...

First Time - Simon

by Paul_B2 on Mar 16, 2020
First Time

Edited 05/09/2020 I just fixed some things people pointed out to me. English is my second language, so, even though I can write something that resembles a lot of English language, I'm in a need for an editor. Simon Simon Kelly, I'd told myself as I looked myself in the mirror, you have two weeks to get rid of your virginity. You are nineteen, and in two we...

The Currency of Time Ch. 02

by DanielQSteele1 on Sep 14, 2017
Loving Wives

June 4, 2004 The sign over the three-story building two blocks north of the Courthouse and two blocks east of the Cop Shop read "Bailey, Devon, Martin and Wilkes" in very large golden letters. The joke I'd heard men working for Lancaster Oil make was the rumor was that the letters were actual gold. Bailey and Wilkes etc., was one of the older, more succes...

Mr. Bailey

by Kelygrl on Sep 12, 2017
Erotic Couplings

Why hello there! This will be my first submission and seeing as I'm a novice, I'm really interested to hear what you think! The good, the bad, the ugly.... Yada, yada, yada and so on and so forth. I hope you enjoy! The rain slammed against the roof and echoed through the house as I stepped inside. My mother's voice echoed in the hallway behind me, "Wh...

Bailey Ch. 03

by Daniel5421 on Sep 13, 2017
Romance

The next day I got up and looked at my phone and I got a text from bailey saying "I'm sorry, meet me at our spot." When I went downstairs my sister Colleen was sitting at the table. "Hey nerd, how was your birthday sex yesterday?" "What?" "Don't play dumb I heard you I'm not deaf, plus our rooms are right next to each other." "Okay so I did, but it's sti...