Buttplug School Stories

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Give up the Ass

by zechs195 on Aug 2, 2020
Fetish

Jennifer is a high school senior known for being a nerd and a drama geek. That all changed one day when she was asked out by a popular jock. Jennifer’s new boyfriend, Scott, has an ex-girlfriend. Scott’s ex-girlfriend, Jamie, has a passion for the dark arts. Jamie also does not believe in anal. Scott considered that a deal-breaker so he decided to go out wit...

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Lace and Love Ch. 04

by vaultdweller111 on Sep 19, 2017
Transsexuals & Crossdressers

Jake walked back to the living and was happy to see Alice in her second position, on the knees with her arms crossed behind her back. She was waiting in front of the leather sofa chair where Jake would sit. Jake walked up behind her as he noticed all the toys laid out on the coffee table. He bends over and grabs her long black ponytail and lightly yanks her...

Gina Ch. 07

by Tommy1982 on Sep 16, 2017
Anal

I woke up with Gina's mouth on my cock. My dick had gone soft and slipped out of her ass during the night and, since she missed my cock, Gina had decided to suck it back to life again. "Good morning, lover," she said with her mouth full of my cock. "Good morning," I replied smilingly and grabbed her hair. I guided her movements on my cock with a firm grip...

Steve to Stevie to ?? Ch. 06a

by gbr2004 on Sep 13, 2017
Fetish

Ms Storm has videotaped me begging to suck her cock, and sucking it, and letting her cum in my mouth. I have been informed that if I don't do as told, everyone close to me will see a copy of the tape. I had been made to dress rather fem and go back to the gay lounge and hang around with some sissy fag boys. I even showed off for other men and let them watch...

Brett's Transformation to Brenda Ch. 02

by tinycuck84 on Sep 16, 2017
Transsexuals & Crossdressers

I opened my eyes slowly and yawn after a long sleep. I tried to move my feet to get up, but they are still tied to the bed posts. I tried moving my arms and I noticed they are tied to the headboard posts. My eyes widen as I feel my naked body underneath the bed sheets remembering the night before. I tried to wiggle loose, but there is no use as I am complete...

A Different Relationship Ch. 05

by Newbottombitch on Sep 14, 2017
Fetish

Chapter 5: An evening with friends. I woke up and Linda was gently caressing me and playing with my piercing. "So. What did you think about last night? " "I don't really know. He was big. I think I need to go to the bathroom. " "Ok. Also take a quick shower. I want you to smell nice. " "Of course honey. " To be honest, my ass felt pretty sore. The har...

The Story of N Day 04-05

by shortonreality on Sep 14, 2017
Fetish

Background: this is a story about an advanced robot and AI, called N. This adventure takes place while my wife J is away on a long vacation. N is turning me into a cum slave. A few things that have already happened: 1) She has installed a nervous system interface that enables her to transmit sensations from various devices as though I were feeling them myse...

Husbands Panties Lead to a Surprise

by jennycnnn on Sep 13, 2017
Fetish

This weekend actually took place about 4 months before Steve's business trip to Las Vegas. It was suggested by someone on Literotica who likes to read about the panty play that my husband and have enjoyed together for almost the last year. This all started with a funny idea and a single pair of panties I bought Steve on a shopping trip together and it has tu...

A Sissy in the 22nd Century

by JerkGently on Jul 1, 2020
Transsexual

In a future not too far flung, humanity has progressed to a stage where almost all production and provision of society’s needs is automated. With no need to work, all citizens are instead driven to find lifestyles that fulfil their own and each other’s fundamental desires. This is achieved by the medium of an overruling system of artificial intelligences and...

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The Island Ch. 01

by zwer256 on Mar 26, 2019
Fetish

I. Just Another Day of Lisa Stingray Author's Note: the first story from "The Island" series where we met Lisa. *** It was dusk when the girl entered the park and headed to the playground. At this late October evening, the park looked abandoned though there were enough lampposts and the illumination was excellent. The girl knew that there should be nobody...