Wedgie Boy Stories

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Infinite Scroll

Danganronpa ENF

by Unbacked0 on Mar 7, 2020
Fan Fiction

Hope's Peak Academy. For most people, coming here is the best thing that can ever happen to them. Graduating guarantees success for the rest of your life. Any student immediately becomes one of the next big celebrities known the world over that is talked about online across the world. Very few people ever get a chance to come to this school, those who do are...

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She Sucks She Cock by the Sea Shore

by FredTR on May 21, 2019
Transgender & Crossdressers

It felt like it had been years since Liz had been able to take a day and just relax. Her first year at college had been a whirlwind of papers, tests and classes. And her job at the bookstore. Sure she'd gotten laid a few times (okay, maybe more than "a few" times), but that just seemed to stress her out more because she always felt guilty and worried her boy...

Ms. Jiggles Ch. 04

by Cappadonna on Sep 25, 2017
Mature

Halloween was approaching, and Ms. Jiggles could not wait to play dress up. Whenever she showed up to a costume party, women kept a close eye on their boyfriends. She always found that funny since their men would always make their way to her anyway, trying to sneak in some conversation. One Halloween she was dressed as an "Ass Goddess." One person, thought...

Make Me Believe

by northcountrylass on Sep 13, 2017
Anal

I was in the kitchen cleaning up when you got home from work. I heard you come through the front door, and I tried hard to stay focused on the task at hand and pretend as though I hadn't been waiting for you to come home all day. It was a blatant lie, of course, and my clothing fairly well advertised the fact. After all, who cleans kitchens in flirty, ruffly...

Searching for More

by Seenitall on Sep 14, 2017
Erotic Couplings

Gretchen and I met through her work. She was employed by a religious organization in a right to work state. We developed a good friendship, and eventually, she asked if I'd like to meet her for lunch one day. When we met, was already seated and waiting on me. She quietly advised me that what was in her frosted water glass was not water. I took the glass and...

Stephanie Wants to be Seen Pt. 01

by alittlecloser69 on Sep 26, 2017
Exhibitionist & Voyeur

She sat there quietly contemplating how she had gotten to this point. She knew what she was about to do was risky, but she couldn't help herself. She loved the thrill. The chills that she got deep down in her bones every time she got away with it were what gave her an indescribable high. She waited patiently in front of her high school for the beginning of t...

Oh Rocky!

by JacobGoody on Sep 14, 2017
Fetish

"Babe, I'm kinda scared of these clippers you bought... Babe?" I stood in front of the mirror in nothing but my blue boxers, shiny clippers in hand, waiting for my girlfriend Gina to respond. Hi. I'm Bill. * * * * * If this were a dating app profile, you would probably see pictures of me, your run-of-the-mill average dark-haired, white frat boy type doin...

Beach Bitch Brawl

by peccavi on Mar 26, 2006
Exhibitionist & Voyeur

She had just out of the surf and was still wringing wet; her t-shirt clung to her, her longish brunette hair hung down in thick strands. She was walking up the sand to where her towel and bag were. She was looking forward to lying in the sun and reading for a while when a young blonde walked straight into her and spilt her drink down the brunette’s back. Ang...

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Blood & Magic Ch. 12

by bbettyblambabam on Sep 19, 2017
Erotic Horror

Kirstin walked into the department feeling on edge, her eyes scanning coworkers she passed by, looking for any smirks, raised eyebrows, quick avoiding glances, anything that might hint at Alan sharing the story of her humiliating experience at the warehouse. She almost bumped into people due to focusing her attention on listening rather than what was in fron...

Sissy Secrets

by DawnCutie on Feb 26, 2019
Transgender & Crossdressers

Editor's note: this story contains scenes of incest or incest content. ***** Every Sissy is just a cross-dresser until someone stronger takes advantage of them. Either they give themselves to a Dom or a Dom takes control of them. This is my story of how my dom found me and turned my life into what it is now. If you're not a sissy let me tell you how we...