Femboy School Stories

105,377 results
Orientation
Length
Source
Infinite Scroll

Turning Tom

by DaddyAndrewG on Oct 6, 2020
Fetish

"She's sexy, isn't she?" I said to Tom, shifting my head towards Louise on the other sofa. Tom took a sip of the drink, clearly nervous at being invited over by this good-looking and clearly dark couple. Normally he wouldn't do something so bold, but lately he'd been feeling incredibly dissatisfied with his sex life, even though he'd be fucking a lot of wom...

Runt of the Litter

by grimbous on Oct 9, 2017
Transsexual

(This story involves a lot of humiliation of the main character, futa on male action, incest, and other fringe fetishes. If these aren't your thing turn back now. I also wanted to give credit and thanks to the artist Mafen for the above picture which helped inspire this story.) The hall is quiet. You were pretty sure nobody was at home. You creep carefully d...

Open in Reader

Somewhere else.

by latexdoll on May 23, 2010
Fantasy

Waking up this morning I bet you didn’t know it would be the last day you spent here on earth. Climbing out of bed you hit the alarm clock for the third time, you can’t quite place what is wrong, you just can’t seem to get out of bed. Getting ready for work is more of a chore than usual. For whatever reason nothing seems to want to cooperate. Your shower hea...

Open in Reader

Big Booty Goth BF

by Furry-god69 on Dec 7, 2020
Transsexual

You are Damien Smith a 18 year old high school senior who's really into goth culture, your parents say it's just a phase, but you don't think so. you look like a regular teen save for you're dark hair, and very feminine figure. For as long as you could remember you always a very girly frame, which many people made fun of, except for, Avery, the love of your...

Open in Reader

Your inner femboy

by SkirtSkirt on Feb 10, 2021
Transsexual

The first thing you have to ask yourself is, who are you Are you an ignorant boy about to be turned into a little cum slut?But then who was there to show you who you really are?Or did you do it to yourself? Or are you already a cum dumpster about to reveal themselves? Or maybe you want to be a slutty crossdresser that's secret gets exposed,one throat fuck at...

Open in Reader

ENM: Embarrassed Nude Males

by 57 on Jun 27, 2017
Exhibitionist & Voyeur

Welcome to all of you! This story will be centered around the ENM (Embarrassed Nude Male) theme. As one of Chyoa users say in a fórum thread, there isn't much ENM stories, which is totally true. As the ENF situations, the ENM situations are also very interesting to read or write about, because it involves not only the embarrassment of being seen nude, but al...

Open in Reader

A Sissy in the 22nd Century

by JerkGently on Jul 1, 2020
Transsexual

In a future not too far flung, humanity has progressed to a stage where almost all production and provision of society’s needs is automated. With no need to work, all citizens are instead driven to find lifestyles that fulfil their own and each other’s fundamental desires. This is achieved by the medium of an overruling system of artificial intelligences and...

Open in Reader

A Sissy Story

by PinkRebecca on Feb 21, 2020
Fetish

You always were a normal boy growing up, weren't you? Played some sports, although not to an extent where you stood out anywhere or made any teams. You had a normal friend group, as far as you knew atleast. You liked girls, like most of the boys around you, although you lacked the curage to talk to them. Well not to talk to girls in general but in a romantic...

Open in Reader

The School Ch. 03

by NeighbourhoodSuccubus on Mar 6, 2018
Sci-Fi & Fantasy

The drive back was quiet with Zamuel's mother at the wheel while he stared at his palm, Rezero's number written on it in thick marker. He thought he'd get a permanent blush from what he's seen in the last hour and still felt his ears burn under his long hair. No doubt Leiana smelled his sweat and his paranoid mind also added 'and the smell of sex' to it. Sh...

He Never Expected That

by walterio on Mar 30, 2020
Exhibitionist & Voyeur

Peter Noll was home on a rainy Saturday with the sniffles. He wasn't sure if it was allergies or the start of a cold. Whatever it was he chose to stay home and avoid others. Normally he would be playing golf with his regular group but the rain took care of that. He made a pot of tea and read the morning paper. He was not normally a tea drinker but preferred...