Bailey Stories

782 results
Orientation
Length
Source
Infinite Scroll

Dry Valley Ch. 19

by gotwood49 on Sep 12, 2017
Chain Stories

Dry Valley Chapter 19: The Confrontation... Author's note: this story contains some violence and sexual situations which may make some people uncomfortable. It is not gratuitous, as I feel the story line demands it. If it offends anyone, I apologize in advance. Jonis downed the last of his drink, and gestured to the barmaid, who smiled at his attention. S...

Futanari Academy Ch. 03

by TheOrcKing on Jun 5, 2019
Transgender & Crossdressers

(All characters participating in sexual activity are age 18 or over.) This chapter is a repost, it has been edited and has undergone very minor rewrites for style and flow. Nothing in the story has been changed. Chapter 03 Bailey's eyes rolled up again and again, the most perverted look of delight painted across his flushed face as he bit hard into the sl...

Dry Valley Ch. 02

by WyldBreeze on Sep 12, 2017
Chain Stories

Dry Valley Ch. 02 ~ Bucked-tooth Bailey "Ringggg.......ringgggg....." Bailey heard the shrill tone of the phone as she struggled through the front door with two brown bags of groceries. Just as she made her way to the shining counter-top of her small kitchen and picked up the phone, one of the bags toppled over spilling its contents to the floor. "At least...

The Lady Executive Returns Ch. 03

by VickieNight on Sep 15, 2017
Novels and Novellas

When his face came into focus as I looked at him and smiled, he spoke to me. I knew he was speaking, but I couldn't hear him and couldn't understand what he was saying. I shook my head to clear the cobwebs out and make the stars go away. "I'm sorry, what did you say?" I asked, smiling and enjoying the feelings all over my body. "I said welcome back to the...

The Lady Executive Returns Ch. 05

by VickieNight on Sep 15, 2017
Novels and Novellas

Readers, please note that this is a multi-volume and multi-chapter story. It is best when read from the beginning "The Lady Executive, Chapter 1". * I woke the next morning alone. Reggie was gone. I reached in my night stand drawer for a cigarette wondering what was going on. As I smoked and became more alert, I noticed the balcony door was open and could...

Can Bailey Take It?

by mistyfox on Sep 14, 2017
Anal

Work had been a beast this week. Normally Bailey loved her job, but this week, she was ready to throw both her computer AND her cell phone out the window. As the Office Manager for a small construction company, it was her job to make sure all the employees in the office did their job correctly and everything ran smoothly. Most importantly because she was the...

Beach Party Pt. 01

by Captain_Bear on Jun 9, 2020
BDSM

I wrote this a while ago and have never shared any of my erotic writing. Curious to see what you all think. Feedback welcome. This story is going to get a little rough. Tread lightly. *** I have never been a very lucky person and I always seem to find myself in the wrong place at the wrong time. I am certainly thinking that now. Seeing as I was bound, gagg...

Cleveland Playtime

by 36FF_Tiki on Sep 1, 2017
Group Sex

My hubby Carl and I (Fran) drove over to Cleveland to meet a young couple we had been chatting with online. The young man Levi and the girl Bailey had invited us over and if we hit it off they would stay with us at our hotel that night. We go there early and took a quick nap (middle age is a bitch) and then showered and got ready to meet them. We met them d...

Migraine from Hell

by komrad1156 on Jan 28, 2020
Mature

"It was nice." "Nice? What does that even mean?" "It means it...it wasn't bad." "Bailey? That doesn't tell me anything. Did you have fun? Do you like this guy?" "Well, it wasn't not fun," her sister said, not sure how to answer the question any better than that. "Okay. Great! That was so much more helpful," her older sibling said with a strong hint of...

Futanari Academy Ch. 11

by TheOrcKing on Jun 10, 2019
Transgender & Crossdressers

(All characters participating in sexual activity are age 18 or over.) This chapter is a repost, it has been edited and has undergone very minor rewrites for style and flow. Nothing in the story has been changed. ***** "You were hanging out at a gloryhole after school?! Have you lost your damn mind?!" Miss Angeli growled from where she was pacing back and...