Butt Plug School Stories

165,046 results
Orientation
Length
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Infinite Scroll

Sam and Jess: Anal Etiquette

by killerhipo on Nov 26, 2017
Anal

Sammie was woken from her deep slumber by the feeling of something pressing into her lungs. Trying not to disturb the comfort of a bed in the morning she moved her lithe hips under her warm duvet and adjusted herself until she felt the pressure on her lungs ease. "Just a few more minutes," she thought but was further brought out of her slumber by the stirr...

The Janitor who was King Ch. 04

by wolvie01 on Mar 11, 2019
Interracial Love

Please read prior chapters to learn more about Cheryl Thomson, an innocent wife and mother who became a teacher in the deep south. Her life is expanding into new ways thanks to The Janitor Who Was King. ***** It has been several weeks since the events of Chapter 3 [read chapter 1 through 3 of The Janitor Who Was King for background] and Claude Thomson wa...

Butt Jewelry

by Xarth on Jul 15, 2020
Anal

Author's Note: This story takes place in one of those high schools where everyone is eighteen or older. You know the ones. **** Riley waited for Jen by the front of the school. She smiled when she saw her friend approaching and turned to fall into step beside her. "Morning," Riley said cheerfully. "Morning," Jen greeted her in return. "Anything interesti...

My First Anal Sex

by subwryter on Sep 13, 2017
Anal

4pm... One of the things I want to experience the most is anal sex. Haha, I've just admitted to myself that I want anal sex. Now it is just a matter of bringing it up to my husband. He isn't the most adventurous man. I met him at a high school reunion. I hadn't known him at all in high school but he did admit to seeing me around. "I remember you having lon...

Hadley's Other Cherry Ch. 02

by TotalKnockout on Sep 18, 2017
Anal

This is part two of a three part story. To read part one, go to https://www.literotica.com/s/hadleys-other-cherry-ch-01 To read the first installment of Hadley and Jack's story, Hadley's Cherry, go to https://www.literotica.com/s/hadleys-cherry *************************** Harvey Henderson was padding upstairs with a glass of water when he saw lights shi...

The Holiday Discovery Ch. 06

by tach14 on May 15, 2019
Fetish

After Anna spent the night with Jane they saw each other a few more times before their winter break was over. They weren't able to do anything as daring because of either their parents or different schedules. Anna drove back to school for her spring semester. There wasn't anything too eventful besides having to pee in some bushes after a late club meeting on...

Training Lolita Ch. 03

by deadeye_76 on Sep 19, 2017
Erotic Couplings

The name of this story has nothing to do with the main characters names. The story is about a 40-something guy having sex with an 18 year old girl(s), so I just took the name "Lolita" from the Nabokov novel. ---------------------------- -- From the last story After a quick nosh, the two naked girls dressed and left. John sat at his kitchen table after cle...

Showing Sally Ch. 13

by bydasea on Jul 6, 2020
Exhibitionist & Voyeur

Showing Sally Ch 13 I woke up in the morning and started to get out of bed. I had forgot that my legs were wide apart because of the bar between then. I almost fell on my face. That wasn't good. Then, I felt the tail attached to the butt plug against my leg and it startled me, because I thought some animal had gotten in bed with me. Then, I cleared my head...

A Proper Young Woman's Guide to Anal Etiquette Ch. 03

by lordodie on Sep 12, 2017
Anal

Disclaimer: The following is a work of pure sexual fantasy and is intended for adult audiences ONLY. If you are under the age of 18, please stop reading NOW and go tell your parent and/or guardian that you need stricter internet supervision. Any physical resemblance to a real person that any fictional character herein may bear is probably intentional and is...

Lindsey Gaps My Ass

by sqerlyassman on Sep 17, 2017
Fetish

Lindsey and I had been friends since the beginning of middle school and all through high school. We were never a couple, just good friends but that didn't mean we didn't share everything together, and I mean everything. Now Lindsey was one of the popular kids at school, she was head cheerleader, head of the school council, and leader of the debate team, no...