Literotica Bailey Butt Stories

352,257 results
Orientation
Length
Source
Infinite Scroll

Two Hundred Dollars Ch. 23

by xtorch on Jun 4, 2019
Fetish

66 Dollars Kent woke up slowly, not aware of any specific moment in which consciousness came to him. He sensed more than knew, the whole night through, that he lay surrounded in feminine presences, ensconced in their perfumed flesh, permeated by the warmth of their bodies. A little bit of moisture had collected where their flesh touched under the bed sheets...

Knock Before Coming In

by Liver96 on Dec 2, 2019
Transgender & Crossdressers

Rough Lesson: Knock before coming in Short story about futa on male, if you are not used to it, feel free to skip it or read at your own risk. In a splendid house in the suburbs of Richmond, Virginia; an 18 year old boy lived with his parents, his name was Matt. Matt was a very disrespectful and unsociable boy, he did not talk to anyone and did not leave h...

Two Hundred Dollars Ch. 15

by xtorch on Feb 11, 2019
Fetish

Laura's Day 2 Dollars November 1 If you sit in a Comparative Religions class long enough, you start to realize that there's nothing particularly special about the religion to which your parents raised you. Every single religion out there teaches that it owns the only path to god, or heaven or nirvana or whatever. Laura had figured out this sometime in th...

The Prototype

by MrPezman on Sep 16, 2017
NonHuman

It arrived in the mail one day, an advertisement for a new computer. Bailey had seen advertisements like this one before, but there was always a catch: bait and switch, certain fees that had conveniently been left out of the ad, and so on. This one was different. For one, he'd never heard of the company, Goodware Inc. Bailey went online to try and look up th...

Two Hundred Dollars Ch. 24

by xtorch on Jun 24, 2019
Fetish

It took Bailey three hours to realize what had happened. To be fair to her, she experienced in those few hours so much discomfort just from sitting down, the nagging sensation of having forgotten something important had registered on the needle of her sensations. But, sometime around two o'clock in the afternoon, she noted that her underwear felt a bit f...

Two Hundred Dollars Ch. 16

by xtorch on Feb 25, 2019
Fetish

Laura and Bailey lay on his bed, on their stomachs, naked from the waist down. Bailey still wore her skirt, but had left it gathered up just above her hips, a declaration of either her exhibitionism or her level of comfort. Bailey appeared relaxed, her chin resting on her folded arms. On the other hand, Laura's face had turned to panic when she realized Ken...

Futanari Academy Ch. 04

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 04 Bailey was surrounded by cocks. The smooth, girlish little twink was nude and on his knees in a soft ocean of satin pink pillows, com...

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...

Recruiting of a Sissy Maid Ch. 14.5

by Sissy_Chantel on Dec 16, 2017
Transsexuals & Crossdressers

Readers, I am adding another quick short story of tranny girl Bailey hungry for men and cock. Inserting this story between Chapters 14 and 15 of "Recruiting of a Sissy Maid". I hope you all enjoy it. ***** Title: Another T-girl Bailey out and on the Prowl for Men and Cock Story Friday night, I've been feeling a desire to dress up as Bailey all fucking day...

Two Hundred Dollars Ch. 14

by xtorch on Jan 28, 2019
Fetish

Reader's note: Laura makes a reference to the "L.C.B.O." In the province of Ontario, the sale of alcohol is regulated by the Liquor Control Board of Ontario. Until recently, LCBO stores were the only places in the province where a person could purchase non-beer alcohol products. They are still the main source for consumers and carry the largest variety of pr...