Femboi Stories

33 results
Orientation
Length
Source
Infinite Scroll

My ordinary life

by Desuvult123 on Oct 27, 2019
Transsexual

"Now! Tell me is there anything that I can tell you to make your life more comfortable?" The drive futanari asked as I looked out the window. The car thudded as it ran down the freeway, I looked up to the smiling green-eyed black hair futa with slightly pan skin massive double d breasts and a small smile on her lips as I sighed. "No thank you....

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Master Noah's War Ch. 01

by RedShambhala on Jan 8, 2018
BDSM

"Master Noah's War" is supposed to become a long-running "series" with a multitude of characters, and both maledom as well as femdom elements. The series will be largely, albeit not exclusively, heterosexual, and also involve queer elements, bisexuality, a twink/ish femboi character, etc. Furthermore, I imagine a kind of low fantasy setting with a few Gore...

As Fate Would Have It

by lilblkboy on Sep 13, 2017
Transsexuals & Crossdressers

[[names changed to protect the naughty]] After a torrid and exhilarating affair lasting ten months, Dionna and I had to say our goodbyes. Her employer reassigned her to another office in Florida, parting us indefinitely. Having long ago realized we had nothing holding us together save near-perfect sexual compatibility, we had decided to keep things casual-...

My Promise to Squirt for Dan

by summerlove91 on Apr 1, 2020
Transgender & Crossdressers

This story is 70% true. In real life, Danny and I spent a weekend at his apartment doing molly and he never asked me to promise him what's detailed in the story. Instead he asked me to promise him to "never leave him" but I didn't find it particularly exciting to write about being under the influence of drugs. A lot of the sex scenes are combinations of diff...

Playing Pregnant

by theonewhowas on Sep 16, 2017
Transsexuals & Crossdressers

I'm a sissy. I used to be a femboi, then I was a crossdresser, and now I'm a sissy. The main difference between the crossdresser and sissy phases was the attitude; before I was a guy doing this for fun and to be admired, sexually – to confuse straight and gay boys alike. But now, as a sissy, I was devoted firstly to my master and love, Noah, and secondly to...

The Bet

by KittyandBear on May 20, 2019
Transgender & Crossdressers

Chapter 1 What on earth was Charles thinking? I was only giving him some good-hearted teasing, and then he challenged me with this bet. And the result seems to be pretty obvious. No offense to Charles, but there is no way he could win. There had to be some trick, and Charles was always the clever one. And the worst part is, there is no walking back from thi...

Shade Ch. 02

by MColton84 on Sep 25, 2019
Erotic Couplings

As I stood there bewildered and nude I could sense Trina's delicate fingers wrapping around my semi-erect penis. I had no idea what was happening, or at least what was next. Trina stood up still stroking my sensitive shaft. I looked at the semen splattered goddess before me. With her free hand, she began caressing my chest. The sensation of her slim digits c...

The Lost Boy Ch. 10

by DamienDeath20 on Feb 5, 2018
Transsexuals & Crossdressers

A.N. Okay everyone, we begin Act 2 of The Lost Boy! I hope you all enjoy, and I hope you like the direction we're going. More to come! Also, if you guys are familiar with my work especially with The Lost Boy, you'll probably notice that I throw in little references to some of my favorite artists works. There's a character in here who was inspired by one...

Shade Ch. 03

by MColton84 on Dec 3, 2019
Erotic Couplings

I couldn't help but think of how much everything had changed in the course of one night at work. When I had got out of bed today I was a broken sexless part-time bachelor. Yet, here I am now getting my stiff cock stroked by the girl of my dreams while two of my coworkers sit in wait for their turn on my meat stick. The surreal events of the night had transfo...

My Life with Little Sparrow

by DomAlphamann on May 11, 2020
Fetish

I almost never come home early unless it's for a good reason. I have two reasons today; one of those being to keep you on your toes, of course, the other one is to give you news. If you followed the rules, as you should always, you might have heard the car pull up, but just in case you were busy doing anything for your own sake and enjoyment and didn't hear...