Crossdressing School Stories

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Laura's Pantyhose

by flimbim on Sep 26, 2017
Mature

When I was a teenager, I lived in England with my parents who both worked for an international pharmaceuticals firm. We lived in a village about 20 miles outside of the city where my parents worked and where I was finishing high school. Most days I caught a bus home, but a couple of times a month, when I had an after school activity, I had to go to someone's...

Chinese Wife

by B. Beattie on Sep 18, 2017
Group Sex

My wife and I met when we were both 14 years old. May was the only Chinese girl in our sophomore class. She was little, skinny, very shy, wore glasses, very intelligent and had long blue black hair down pass her ass. I was on the junior varsity football team and was failing math due to too much football practice and not enough time studying. May was assigne...

14 Hours Pt. 04

by CaffeineFetish on Sep 14, 2017
Humor & Satire

-Will- Kori is in my room and we're in full detective mode now. First things first, build the timeline. I bought a large dry erase board that we have drawn fourteen separate sections on. Each one an hour from seven p.m. to nine a.m. the next morning. We have pictures of suspects stuck to the board with magnets from my fridge which are in the shape of lett...

Dee Dee Ch. 1

by RobbyRoberts on Sep 17, 2017
Mature

Part 1. Meeting Mrs. D’Harley I recall the day several months ago when I came home from school and my Mom told me that a Mrs. D’Harley from down the block had called. She wanted to know if I was interested in working for a few hours every week cleaning her pool and tidying up her yard. I remembered I could sure make use of some extra cash at the time and th...

Transwood High Pt. 04

by BoobVillian on Sep 12, 2017
Transsexuals & Crossdressers

Christmas is Cumming... Authors note: All the characters in this series are over 18, this is the fourth part of the serious so be nice :-) Sorry for keeping you horny for so long, hopefully this satisfies. The story focuses on our main heroine, and some new/ old faces appear. Enjoy and leave comments! ******************************* 10/12/2016... 'Open u...

Coach Seduction

by CanadianContent on Sep 13, 2017
Erotic Couplings

It was the end of yet another long day. I was the gym teacher and coach at an all girls school, and we had just finished a late practice. The school was quiet as I finished up some paperwork in my office. By now, the girls should have finished showering and all gone home. As I shut off the light and locked my office behind me, the empty and silent school per...

Yes Sir! Ch. 03

by sweetcheex90 on Sep 12, 2017
Exhibitionist & Voyeur

I stood in the shower stall alone as the steam from the hot water enveloped me. I braced myself up against the blue tile on the walls, trying to process the events that happened in the last 24 hours or so. Yesterday, I came home to what I thought would be a trip home to visit for the holidays. Little did I know I'd end up fulfilling my wildest dreams! Riley...

A Tale of Two Sisters Ch. 04

by eddievalquez on Sep 26, 2017
Exhibitionist & Voyeur

Sunday - Part 1 I awoke to find myself lying on the couch with my arms wrapped around Steph. Kim was gone. I tried to extract myself without waking Steph, but she said, "What time is it?" as though she'd already been awake. "I don't know," I said. I heard the shower turn on. "Want to take a shower?" I said. "Ok," said Steph. We got up and walked upstairs....

Kaity at the Club Ch. 01

by Chape1hi11 on Sep 15, 2017
BDSM

(MF, oral, light BDSM) "I don't know what to do, Kat". I was shocked when Kaity called me up in the middle of the night. Kaity's always had her shit together. She's a genius pre-med student at UCLA, where she has tons of friends and admirers, and leads a Youth Ministry for her Korean Baptist Church. She is beautiful, smart (a bit geeky), and totally respon...

A Late Afternoon Snack

by BobDogwood on Sep 12, 2017
Exhibitionist & Voyeur

The next day after classes, I was totally bummed. Both Kristine and Nicole had to go do something with their mothers directly after they were finished for the day, so not only did I have nothing to do after school, but I didn’t even have anybody to walk home with. I hadn’t met anybody else yet at college, except for Eric and, of course, he was at football pr...