Wedgie Stories

582 results
Orientation
Length
Source
Infinite Scroll

A T-Girl and a Tomboy Pt. 02

by AlexBailey on Sep 14, 2020
Transgender & Crossdressers

**** The Squad Party __________________________________________________ Hello! This is part two of a full length novel in four parts. It's a gender-fluid, 'what if everything fell into place,' fantasy about self-discovery, coming out and coming of age. It explores pansexuality, cross-dressing and several fetishes -- especially for things like swimsuits a...

Consequences Pt. 16

by xleglover on Sep 18, 2017
Loving Wives

Author's note: A great benefit of writing stories is corresponding with people who are living this lifestyle in real life (in contrast to my stories that are just based -- sometimes closely, sometimes loosely -- on real life). CompersionHub told me some snippets of his hot wife with her lover, describing how her lover fucked her so good that when she got hor...

A Complete Education Ch. 03

by orie on Sep 11, 2017
Exhibitionist & Voyeur

Anna narrates what happens next in the cabin.) Waking up around 9 am on Friday morning, I assumed Mary and Jimmy had screwed themselves into a coma since it was so quiet in their room. I pulled on my wool socks and after tending to my morning bathroom, started making coffee dressed in my nightie. After snowing all night the driveway was full of drifts. I...

My Boyfriend Likes to Expose Me Ch. 02

by VanessaEvans on Sep 11, 2017
Exhibitionist & Voyeur

All characters involved in any sexual activities in this story were over the legal age of consent when the events took place. Part 02 - Post University Days ===================== Ryan invited me to go and stay with his parents with him for a few weeks while we waited for our results and planned what we were going to do for the rest of our lives. I'd alread...

Jinxed!

by gao23 on Sep 11, 2017
Exhibitionist & Voyeur

Part One -- Class Natasha, or simply Tasha stepped from her apartment onto the busy city street on her way to class. A freshman at NYU, she had to work two jobs just to afford this crappy apartment and tuition, even with her scholarship, so today was going to be a full one. The early morning sun cast honey-colored highlights on her styled hair. Her father'...

Werewoman Joni Ch. 01

by ElderBard51 on Dec 24, 2019
Romance

Doing a skip-run after his feet hit the ground as he exited the diesel shuttle bus toward the electric trolley bus at the end terminal at Woodman and Patterson, George knew the trolley wouldn't leave him, but he hustled just in case it might. The shoulder strap of the guitar's gig bag slipped down his arm and he made a wild-ass grab to keep from dropping it...

A Fucking Investment Ch. 11

by Contrasting on Sep 19, 2017
Erotic Couplings

The week after Mrs. Jennifer Simpson moved into the house with me was a huge adjustment. I was utterly unaccustomed to having someone living with me. All of my life I had privilege and the isolation such wealth could bring and some in spite of it. In my majority, I sought solitude in my private life because I was in such constant demand in my public life. I...

Christmas with Summer Ch. 01

by stevieraygovan on Sep 26, 2017
Erotic Couplings

This story picks up where my "Summer" series left off, so I strongly encourage you to read those two chapters before you begin this series. ~ ~ ~ "If I were all yours, you would still want me to dress this way around other men...even your friends?" That was the million-dollar question, and it had always been the defining element of our relationship. My v...

The Morning After

by Voboy on Sep 17, 2017
Mature

The first time I woke up it was black night, my senses completely out of synch, with absolutely nothing to anchor me in reality. My body felt odd, almost numb, and in my face was a massive wave of hair that, in tickling my nose, had woken me up. The hair smelled like roses. For the life of me I had no clue what was going on, but a wave of trouble was risin...

Finding Francesca

by Rollinbones on Feb 10, 2020
Romance

My daughters friend Francesca is one of those lovely quiet women who underestimates her own beauty. She has been a loyal friend to Delia since the two met at university. Delia is twenty-three and the spitting image of her late mother, Nessy. Vanessa died to leukemia two years ago. One day she was feeling run down, the next she went to hospital to get some bl...