Bailey Stories

782 results
Orientation
Length
Source
Infinite Scroll

Two Hundred Dollars Ch. 02

by xtorch on Sep 18, 2018
Fetish

189 Dollars Tuesday rolled through Kent's life and his classes began to eat up more time. His Physics professor had created one of those "group" projects which always resulted with Kent doing a whole lot of work while a bunch of other people tagged along. The debates about how to start the project had extended well through dinner time and he didn't want to...

Futanari Academy Ch. 01

by TheOrcKing on May 28, 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. Synopsis Bailey is a typical effeminate high school senior with an atypical craving for hard cocks. When Bailey and his long time fuck-buddy Jor...

The Lady Executive Ch. 05

by VickieNight on Sep 15, 2017
Novels and Novellas

I made it to the airport in Wilmington Wednesday morning just in time to check by bags and head through security. I traveled with a large suitcase that I checked, a backpack which had to be checked also, my carry on computer bag, and my handbag. I didn't really care anymore about the various toys, vibrators and webcam while going through security in my Burbe...

Two Hundred Dollars Ch. 09

by xtorch on Nov 19, 2018
Fetish

162 Dollars Their schedules having collided horribly on Tuesday, with Kent getting stuck in some sort of post-project analysis with his horrid group-mates for the afternoon and Bailey having her evening booked up by some massive Physics demonstration everyone in her class had to attend, they didn't have a real chance to get together until Wednesday evening....

Life is a Soap Opera Act 02

by HLD on Sep 13, 2017
Mature

This is the second part of Gabriel and Bailey's tale. If you haven't read the first part, you might want to check it out. As with the first part, there is more romance than sex, so if you're looking to get off quickly, this is the wrong story for you. Enjoy! *************** Andy woke up on Saturday morning promptly at six o'clock. He had never needed an a...

Two Hundred Dollars Ch. 25

by xtorch on Jul 9, 2019
Fetish

49 Dollars Stunned out of all sexual arousal, Bailey laid herself flat out on Kent's bed, absently noting the way the bed sank as Kent sat down beside her. Considering himself tacitly invited by her longstanding appreciation of his massages, his hands moved to her sore cheeks and began rubbing gentle, healing circles. "I'd never thought of it that way,"...

Two Hundred Dollars Ch. 19

by xtorch on Mar 26, 2019
Fetish

126 Dollars Laura moved through the cafeteria, eyes darting in all directions as she desperately looked for Bailey. I hope we're on for tonight, she thought, fighting to keep her teeth from clenching with anxiety. She caught her friend's eye in the crowded cafeteria and rushed over. Unpacking a sandwich from her backpack even as she sat down, she leane...

Shy Bailey

by Sarishepard on Aug 30, 2017
Group Sex

Evan Brooks meandered through the crowd at Spunky's Tavern, trying not to spill the drinks in his hand. He found his way to a table in the rear, where Celina, his wife, sat talking with his old friend, Todd Kleskie. Todd was staying with Evan and Celina for a few days after a fire broke out in his apartment complex. While Todd's apartment suffered only minor...

Futanari Academy Ch. 05

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 05 "La, La, La, Hmmm mmm mmm." The bubbly Nurse Janice Joy was humming to herself as sat at her desk in the infirmary, painting her nail...

Two Hundred Dollars

by xtorch on Sep 18, 2018
Fetish

Kent busied himself unpacking all the boxes he'd moved in earlier in the morning. He had just about filled his low-rent, low budget basement apartment and had started re-organizing things once he'd returned the moving van. The timing on those things always ran tight and no way did a guy on his budget ever want to run overtime. With a bit of time now availab...