Shemale School Stories

106,125 results
Orientation
Length
Source
Infinite Scroll

mysterious secret

by Ssrd33 on May 21, 2019
Transsexual

It was the year 2055 the technology had reached a very surprising level, but even so, many things do not change. The protagonist of our story is a boy who attends university and is passionate about technoogy and virtual reality videogames. 24 hours before the event .... HAAAAAAAAAAAAAAAA !!!!! a yawn was heard ... Wake up Mark is late for school ... his moth...

Open in Reader

Size Matters

by idahoboy on May 5, 2015
Science Fiction

Adam rushed into his room after school. His dick was already straining in his pants. It seemed like it was getting harder and harder to make it through a day of school without jerking off. The young man had taken to blowing a load in the toilet at lunch. Today, he couldn't find an empty stall before the bell rang. The boy dropped his pants wrapped his hand a...

Open in Reader

The Powers

by Mr.M on Jan 2, 2020
Mature

You have just gotten back from a long day at school and are ready to start your weekend. As you near your house you see a ring in the grass, so you go to it, pick it up and put it on. Once you put it on, it phrases into your finger. You suddenly feel different and look at your hands to see that you are a ghost. You are about to freak out when suddenly you tu...

Open in Reader

Shemale im Urlaub

by HansmAyer on Jul 28, 2019
Transsexual

Als Hans sich entscheidet alleine in den den Urlaub zufahren, fällt seine Wahl auf Amsterdam. Er hat sich im voraus erkundigt und sich besonders über das Nachtleben und den Rotlichtbezirk informiert. Hans hat schon länger Fantasien mit Transen und ist gespannt was der Urlaub mit sich bringt. In Amsterdam angekommen verbringt er den Tag als klassischer Touris...

Open in Reader

All the Way

by NearMiss on Sep 18, 2017
Transsexuals & Crossdressers

A different spin on the typical 'I got caught dressing up' story. I've always been fond of large women, not obese necessarily but you know, big. Like Amazonian big. Tall, big curvy hips and a chest to match with broad shoulders, but not in a masculine way mind you, but kind of proportionate for a girl. Let me tell you they aren't really that easy to come...

New planets new experiences

by latexdoll on Sep 26, 2017
Science Fiction

The little blue screen lights up as the video begins, the audio being transmitted directly to your audio implant. "We thank you for choosing Stellar Gold, the finest shuttle service, now with service to all 7 connected Galaxies with 2 more scheduled by 2475. Please enjoy this 10 minute video." The year is 2469 humanity has known that they are not t...

Open in Reader

Magic Whore Ch. 04

by KinkyMuffin on Sep 19, 2017
Sci-Fi & Fantasy

He took my robe off. I looked away and he started rubbing my tits and then my cock. I started to harder when he moved to my pussy. I groaned as I got wetter. "For a boy, you make such an eager little slut," He whispered in my ear, "I'll just have to parade you around town." He lead me into the bed room and put me into a demi bra and a skimpy pair of pant...

Alpha Gamma's Secret Ch. 3

by Wannabe Chick on Sep 11, 2017
Transsexuals & Crossdressers

-7- "This has been an important and exciting year for our sorority," said Jessie, House President, to the assembled sisters of the Northeastern University chapter of Alpha Gamma Tran. Today was a very special day. It was the annual Commencement Ceremony which marked a successful end to the school year. All the girls had gathered in their sorority house's sp...

Trapped in a Shemale Prison!

by waelator on Nov 12, 2018
Transsexual

The sound of the massive chain link fence closing behind you as you drag the chains shackled to your ankles along the concrete path makes the reality of your situation more lucid. You didn't know what to expect here but your life as an orphan living on the streets prepared you, at least somewhat. You know not to cry, and most of all, to never, ever snitch, o...

Open in Reader

The Sexiest Shemales Ch. 01

by cleanly_shaven on Sep 13, 2017
Transsexuals & Crossdressers

When I wake up in the morning, I wake up next to the sexiest shemale in the world...right after me, of course. I woke up this morning next to Holly, my beautiful shemale girlfriend. She was still sleeping in our big bed. The sun was shining in on our bed with our white sheets and white comforter. She was naked of course, except for a bright pink g-string....