Femdom Wedgie Stories

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Infinite Scroll

Teen Stud and the School Therapist

by dominanceaddict1 on Mar 3, 2020
Transgender & Crossdressers

I was about to leave work early when my phone rang. It was one of the school administrators. They also served as my secretaries. "Mr. Caldwell? A student is here to see you." No, I hadn't seen this student before. The student hadn't wanted to describe his issue with the admin and instead wanted to speak to me directly. My name was Sam Caldwell and I worked...

Boy Sorceress Pt. 01

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

This story contains a gender-bending element, but it is not your typical transgendered story. If you're looking for that kind of fare, there's plenty of it on this very site. Edited by Over_Red ************** On the day after my twenty-first birthday, I was determined to get shitfaced for real and Greeley's was as good a place as any. Or, so I had thought...

Fresh Pt. 02

by PurpleMonkeyDishwash on Apr 24, 2018
Interracial Love

Disclaimer This is a four-part white woman, black man cuckolding novel. It is written based on fantasy sexual scenarios. Some characters are written as stereotypes in order to advance this fantasy. The cuckold character behaves weakly and doesn't stand up for himself. The black bull characters behave aggressively, and are not written as living human beings...

Gym Milf Affair

by jeffincognito on May 2, 2018
Mature

She was momentarily blinded as she exited the well-lit gymnasium and stepped into the night. She squinted, waiting for her eyes to adjust to the dark parking lot that was nearly empty by now. "Damn light." She cursed under her breath. She had complained to the boy at the front desk about the burnt-out street lamp weeks ago. He had told her there was noth...

Basketball Diaries Ch. 09-10

by Kellog on Sep 15, 2017
Group Sex

Part IX Playing Man Coverage Keith Cole had just settled into his easy chair to watch some golf on television. Really, there wasn't much else on this time of day and he was all alone. Kevin was out of the house at practice, his wife was out of town at a conference, and his daughter -- who was still sleeping upstairs -- had said she had plans to go out shop...

A Sissy's New Daddy Ch. 06

by sissyneko on Sep 25, 2017
Transsexuals & Crossdressers

A loud crack of thunder broke the silence and Billie smiled in his bunk. Lights had been out for almost an hour and he couldn't sleep. The prison had gotten a new influx of prisoners. The first night was always the hardest and it was hard on Billie too, he could never sleep listening to the crying. Plus Billie had gotten a new cellmate in the process, a cell...

My Fairytale

by fgmntfmgnshn on Sep 12, 2017
BDSM

As always: Thanks to rf-fast for the editing work. Your insights are what prevents this story from being mindless drivel. Thanks! ***** I grew up on fairytales. Prince Charming saves the Princess. The knight in shining armor heroically helps the damsel in distress. The beast and the beauty come together when no one thought it was possible. Every book or...

Bad Cop, Worse Cop, Worst Cop

by Voboy on Nov 25, 2017
Mature

As will be pretty obvious to those who've read my other stories, this is a sequel to "Bad Cop, Worse Cop." I've found I like Mike LaFratta, partly because I can feel good about making horrible things happen to him. Enjoy! * * * So here was the problem with Daniella (and I was embarrassed it had taken me this long to figure it out). In bed she was jus...

No Worries

by Benjamin_Winter on Jan 8, 2019
First Time

- - - - - Two years after a weekend that changed his life forever, a high school senior hesitates to embrace his feelings for the girl he befriended after becoming an outcast. A novella about learning to persevere, prosper, and love, when all of it seems impossible. Author's note: Be warned, this is a long story, and it deals with some unpleasant topics....

Sorority Rush

by Agoose on Jun 4, 2019
Novels and Novellas

April and Katie were laying on April's bed attempting to watch their favorite show together, Kitchen Nightmares. April was laying on her stomach with her head at the foot of the queen size bed while Katie was laying on her back with her head up at the opposite end of April's bed. Katie was giving April a sensual foot message while pausing often to kiss the t...