School Sissy Stories

109,522 results
Orientation
Length
Source
Infinite Scroll

One Step at a Time

by komrad1156 on Sep 13, 2017
Transsexuals & Crossdressers

*Note to readers. Were I interested in transitioning, this could be my own personal story. However, I have no such desire and, having tried living full-time once for a week (see my story Serendipity) I know with perfect certainty I am happy being a woman every other night for my beautiful girlfriend, Kay, and being a man the rest of the week. From the stan...

A Genie for Jake Ch. 02

by TNWTBOD on Sep 25, 2017
Sci-Fi & Fantasy

Jake woke up and rolled out of bed. On his way up he couldn't help but take a look at the sleeping beauty laying next to him. With the events of last night going through his head he laughed at how quickly a person's life could change. He heard people say it all the time, how things can change in an instant but he never believed them until now. He had only...

NBA Career

by BobSanders on Mar 7, 2019
Fantasy

You walk inside of the draft night arena looking around seeing the great new talent. They were talking among themselves about what position would they fall to in the draft. You were wondering how you made it. You was happy but still couldn't believe you were here. You walk to your seat next to where your family was sitting. They rose up from their chairs and...

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Clothing control

by JAJ on Aug 4, 2020
Exhibitionist & Voyeur

In your dream a big muscular men walks over to you and says: "You are the first test person. From this moment on you can control what persons are wearing. There are three kinds of control: The first option is, to make rules for the future: 'You have to dress in green shoes.' If you want this person to only dress this way in a perticular surrounding, you...

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College Corruption

by sortaf on Apr 13, 2020
Amateur

The day was getting close. The day you would finally get away. Only a couple more days before you would go off to college. A place where you'd have to take care of yourself, where there'd be no parents telling you what to do and how to behave. A place where you can explore and find out who you truly are as a person. For every day that went by you got more ex...

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Malificus School of Magic

by Sky124 on Mar 22, 2019
Fantasy

The following tells of the events that have occurred in the past years at my school. The Academy as I here people call it. I like to keep a watchful eye on our city, with the help of my magic. And these events caught my attention from the very beginning. There have been many rumors going around of my death but I assure you they are greatly exaggerated. Perh...

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Power

by nero1211 on Sep 27, 2015
MILF

John was never a popular kid in school. He wasn't athletic and he didn't have any outstanding talents. Even his grades were mediocre at best. John lived in a regular suburban area with his 40 year old mother and his 46 year old dad. John was at best 5'6. Not very tall for a senior at high school. He had chocolate brown hair, the same as his parents, no muscl...

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In another world defined by anime genres

by personunused on Dec 19, 2019
Fantasy

Your life was over before there was time to panic. One second you were watching a truck speed towards you, the next you were in a black void receiving a disapproving look from a cute girl seated on a throne, wearing a ballet dress and knee-high boots. From years of watching anime you knew she was a goddess about to give you an exciting new life in another wo...

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Choose a Femdom story

by thesub on Mar 31, 2007
BDSM

This is stories about Female Domination of all kinds. It up to you how it starts and ends. The important thing is to figure out Location. The Choices are Ann Coulter High- This is a High school where bitchy women rule. The head Principle is Ms Ball-buster, a busty girl with black hair and cruel streak. The women outnumber the guys 10 to 1 and then to be pow...

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Living With Pornstars

by mixermix on Jun 18, 2014
Erotic Couplings

"Now you're eighteen we think that you should live on your own two feet, we would like you to move out, John." Your mum says. You stand there unable to talk, your mum and dad have just told you to fuck off, you have no job and no source of income. That's one of the first things that comes into your mind, you had never been that clever in school alt...

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