Boi Stories

663 results
Orientation
Length
Source
Infinite Scroll

A Bisexual Man's Hidden Secret

by windwriter on Sep 19, 2017
Anal

While walking one evening I saw a friend go into his new neighbors garage. A man walking into another mans garage may not seem odd, but rumors have surrounded this new neighbor since he arrived in town. Everyone says he is gay. He isn't married, nor does he appear to have children, but that doesn't mean anything. He seems quiet and keeps to his self, so no o...

Slow Descent into Sissy-Hood... Ch. 01

by Slipperylock on Oct 31, 2018
Transgender & Crossdressers

Beta boy beginnings. It started when I was online, lonely and drunk. I'd been at University for maybe three months at that point, struggling along with a Masters degree in Economics. Unlike my undergraduate years, I had decided to live alone in a one bedroom flat - I thought that with more privacy would come more focus. What I hadn't counted on was that wi...

Air is for Good Subs

by IllaClodia on Oct 29, 2018
BDSM

"Fix us a drink," you say, after a casual greeting. "Anything with whiskey." You sit on the couch, playing with your phone and going about your business, expecting me to follow through easily with a simple request like this. I mix up two old fashioneds and carry them carefully to the couch. You sip yours first while I wait for your nod of approval, and the...

Sissy Gets Used

by Laila2605 on Oct 19, 2020
Transgender & Crossdressers

It was about 2 in the morning when I pulled into his apartment complex. As I drove to the back I could see the spot he was talking about, a big dumpster in an almost completely unlit part of the parking lot, so I did as he said and pulled into one of the parking spots right beside it. As soon as I parked I got a text from him: "Now do what I said." I resp...

Summer Model Ch. 02

by kelly gatsby on Sep 19, 2017
Exhibitionist & Voyeur

"Come in Timmy," Laura said, opening the garage door where she had her photography studio. "I'm glad your here." Timmy entered, obviously nervous. He looked up at her, and then looked back down. Laura tipped him an extra $100.00 after their first photo session and she was glad to see him back. He was acting awkward again. Just like when they first met. "Y...

Helen Ch. 11

by Philippasubmaid on May 14, 2018
Transsexuals & Crossdressers

This story is a graphic tale of a Dom and his very submissive transgendered males. If you are offended by tales of BDSM and sex between consenting adults then read no further ......... other wise enjoy It is best if read with previous chapters. Feel free to leave honest comments or suggestions, it really does encourage those of us who write to continue......

Internet Meeting

by Stillherer on Sep 16, 2017
Fetish

We met on the net. How modern. He was shy and nervous, very much like I was though if anything even more cautious. Being a closet cross dresser with a life outside my apartment door my main aim was discretion and major fear -- discovery. Charles appeared to be perfect for my yearning to fulfill my fantasies and spice up my solo adventures. We chatted online...

Compulsion

by DeKooning on Sep 17, 2017
BDSM

The warm wind blew softly through the bedroom window of Domina Katarina's apartment, gently rustling the curtains and carrying with it the faint trace of the ocean in the distance, waves glistening and sparkling in the suns bright after noon light. She could feel the wind on her, her beautiful golden hair slightly moving, as she sat on her bed reading her iP...

A Jamaican Vacation Ch. 02

by sissyashley4bbc on Nov 25, 2019
Transgender & Crossdressers

After the events of yesterday, I slept hard. I'm not exactly sure what time we fell asleep, but I woke up from a combination of the sun hitting our room and a hardening big black cock in my mouth. I can't believe I slept the whole night in lingerie with Big Daddy's cock resting in my mouth and my right hand clutched onto it like a stuffed animal. Instinc...

Gemini Triad: Prologue

by JordonLynn on Sep 13, 2017
Transsexuals & Crossdressers

Author’s acknowledgement and a short note… a plea, actually: First and foremost, I want to thank the Lit members who cast their votes and made Chapter 2 of Bigger Bites of Taboo Apples the Interracial Story of the Year. This is an honor I never expected to come my way when I first began posting my humble offerings. Even more, I want to personally thank al...