School Whore Stories

135,253 results
Orientation
Length
Source
Infinite Scroll

Becoming the School Slut

by QT_Pie123 on Oct 9, 2018
First Time

Hey guys, this story was inspired by a story I read a while back. This will be a little bit slow to get to the sex, what you really came here for, but I spend some time building the context for any reader who may have read the original story this is based off. Let me know if you want a continuation or just this one part! If you're interested in reading the o...

The School Reunion

by LorriLove on Sep 17, 2017
Loving Wives

Well thing is Mary honey, it was a bit out of order wasn’t it, I mean I shouldn’t have got involved should I, and I certainly shouldn’t have gone with that Trevor character, Christ if Paul ever found out he’d kill me, well give me a good caning across the ass anyway. So what happened you want to know, well I’ll tell you then, but listen love this is very se...

The School Slut Ch. 03

by cherrybubblebutt on Sep 12, 2017
Transsexuals & Crossdressers

Over the next few weeks I was working for George he would continue to give me my 'jabs' and we would pretend that I was an honest maid, well in front of his wife anyway, when we were alone (which was most days) I would insert a butt plug and go around doing my chores until waiting in one of the many rooms George would be waiting naked, maybe with a whip or c...

College is a Time to Explore Ch. 01

by ddogg44 on Sep 15, 2017
First Time

I didn't know what I was thinking. My hands were still shaking from the excitement. My heart raced as I finished verifying my craigslist account. My online ad, which garnished a picture of my plump bottom being spread wide to reveal my sweet hairless hole was titled "Teen ISO Daddy". I stated that I still had my anal cherry, in fact I had never even been wit...

Trailer Trash Tranny Ch. 02

by Travel_by_day on Sep 26, 2017
Transsexuals & Crossdressers

Chapter 02: Truck Stop Jeannie grew up poor in a trailer park just outside Omaha. That made it tough at school. So did being born with the wrong gender. She was a girl trapped in a boy's body. Even though as a kid she only dressed up as a girl in private (what little there was of that in the small trailer she shared with her mother), it was obvious to every...

Christmas Redemption

by R. Richard on Sep 13, 2017
Erotic Couplings

My name is, well call me Juan Hernandez. The Hernandez family adopted me after my parents died. The Hernandez family didn't have much money, but they were hard workers and perhaps they showed me the way to make something of myself. The Hernandez family took me in and saved my life. However, I had to work and work hard. I was a big kid, but no sports for Jua...

Porn Whore becomes My Subslut

by Analstud on Apr 14, 2020
Erotic Couplings

Introduction: A bit of my sexual history and the story of how I met my girl. Meeting and captivating my porn star crush. I was a camera man on a porno shoot and this is how I met my porn whore fuck buddy. It's a nasty tale of debauchery and subjugation of her pleasure into performing at my whim. The porno was fairly standard as it was a 3 guy 1 girl a...

Just a Dream

by Shauna_Wood on Sep 13, 2017
Transsexuals & Crossdressers

One night, while my parents and sister were away on a trip, I had a strange dream. I dreamt of glowing yellow eyes and a strange fullness in my mouth and anus. It felt like getting an enema and drinking endless water. Then in the midst of the dream I heard a voice. It was deep and masculine and said "You are mine, bitch." in the most matter of fact way. Not...

Friendly Gangbang Ch. 03

by ClarasBestFriend on Sep 28, 2020
Group Sex

In the past couple weeks, Sam and her friends had had all of their usual fun, hanging out after school and on the weekends and playing games, watching movies, joking, everything they always did. However, 2 things had changed, both drastically for the better. First, she and Dan had started seriously dating. They went to the movies and the mall, attended scho...

The Truth

by piano_playr on Sep 17, 2018
Loving Wives

John keeps asking me questions and I don't know what to tell him. He wants to know what I did when I was alone with the kids in Virginia while he was overseas. He doesn't really want to know. I dated Chuck in Virginia before I married John. John lived in Georgia. I moved to Georgia to marry John and leave Chuck behind. As fate would have it, John and I mov...