Boi Stories

663 results
Orientation
Length
Source
Infinite Scroll

Mistress Trinity - Visit 03

by lhbel523 on Sep 12, 2017
Interracial Love

Mistress Trinity - Visit 3 - 03/06/07 2:00pm Just to warn you, I'm not a writer(as you will tell below). This account is however 100% true. I try to write down what happened within a day so my memory is fresh. The story may not be long, but is accurate in every detail. I arrive at her house and she answers the door pointing to the first room to the left. I...

A Natural Sissy Ch. 02

by harv069 on Sep 15, 2017
Transsexuals & Crossdressers

Author's note: This is a story about a woman who turns an older man into a compliant, sissified plaything. If that idea doesn't appeal to you, don't read the story. If you like the idea, read on, and don't forget to vote and leave a comment. You will need to read the previous chapter to see how we got where we are in this one. More will be added if comments...

Introduced to Black Dick

by Phantom8JMF on Sep 16, 2017
Transsexuals & Crossdressers

This is a story that is one of many in which it is time for me to share. In a nutshell, my name is Dean, my mother had a thing for Dean Martin it seems, but I go by Dina. I am a 26 year old white pre-op transsexual that has no interest in switching my outside in, if you know what I mean. I was born to a single mother, never knowing who my father was. Conside...

Candy's Day

by daisyboi_sissy on Sep 13, 2017
Transsexuals & Crossdressers

This contains Sissy porn and sex acts. Leave now if you should....everyone here is above 18 years old. Love ya! * I have always loved the feeling of something lacy or sexy on my body. I call it a passion of some sorts, wearing these things made me feel very special and desirable. I was raised by my mom and the closest family we had was my Aunt Trish and h...

A Sissy's Journey Ch. 07

by yukonnights on Sep 15, 2017
Transsexuals & Crossdressers

This work is authorized by the author exclusively to Literotica.com for publication. Introduction: A tale told in short vignettes which chronicle one young man's journey into self discovery. Please Note: This story series contains elements of homosexuality, cross-dressing, light femdom and male feminization. All characters are fictional and portray adults...

Shattered

by kayla_femboi on Sep 16, 2017
Transsexuals & Crossdressers

The following story is mostly true. I changed the names for the sake of privacy and maybe spiced up the details a bit. A little background about me: my name is Brian, although when dressed i feminize me name to Brianna. I was a closet crossdressing sissy. I had always been effeminate growing up and a bit confused sexually. I never really dated girls. Inst...

Truth Or Dare Clusterfuck Ch. 02

by SEVERUSMAX on Jul 2, 2019
Interracial Love

"Oh, fuck ... yes ... fuck me now, Frank!" Emily screamed my name loud enough that the others could hear it over their own moans and groans. This was our second wind, as it were, some forty-five to fifty minutes after we finished up the last bit of fun. The sexy Southern beauty certainly had my number, taking me deeper and harder for every stroke as I pound...

House Rules Ch. 09

by EROTICbearscribe on Jan 22, 2020
Transgender & Crossdressers

AUTHOR'S NOTE: This story contains characters and references to events in two previous stories I have written: Just Across The Hall and PIXIE: Sissy Stripper. It is not necessary to have read these two story chains. This chapter of House Rules could stand on its own for entertainment purposes. If, however you want context, please read the other two stories f...

How I Became a Milked Boi - Intro

by hotbellend on Sep 3, 2017
First Time

This is a little introduction about how I recently had my first experience with a guy. An older guy. Everything in this story is true including people's names and ages. This first part is just so you get an idea of how we "met" and the kind of things we got talking about. I'm Jay, a pretty ordinary 21 year old guy. I've always considered myself straight an...

Futanari World

by styxmaster on Apr 16, 2016
Fetish

You wake up this morning to the sight of your younger sister Sarah pulling your covers off of you. "Get up Doug, you don't want to be late for school." You get dressed for school after Sarah leaves your room. you never mind school that much, you mostly get B's and A's in your classes but given the opportunity you would like to just stay home and wa...

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