Gay Wedgie Stories

23,007 results
Orientation
Length
Source
Infinite Scroll

Sarah's Bully

by humiliationstation on Feb 1, 2020
Exhibitionist & Voyeur

Sarah is sitting at her desk in her dorm when her roommate comes in. She recognizes her roommates look, feeling a bit of dread in her stomach.What's next? Bedwetter Punishment Wedgie! Public Humiliation What's next? Bedwetter Punishment Wedgie! Public Humiliation...

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Wedgie- at the Party

by wrbsuperman on Oct 12, 2017
Fetish

~~~Just a quick story before my class starts, sorry for any typos/awkward phrasing~~~~ So there I was, a few beers in and feeling sexy. Kinky too, if you must know. I'd had a bit of a dry spell recently and I gotta tell you there's not much like the heady high of strong hops to get me light headed and frisky. Now don't get me wrong, the warm fuzzies of wine...

A Good Day for a Wedgie

by SerenOsmond1 on Sep 25, 2018
Fetish

Hello Everyone! So this is my first attempt at writing erotica. I am NOT an English/Writing guy. However, I truly do enjoy the wedgie/transparent clothing/humiliation/spanking fetishes and wished I saw more of that on Literotica! So with my girlfriend's blessing, I have started and completed the first part of my first story series. I would appreciate any fe...

The App

by QuirkyPriya918 on Jun 4, 2020
Fantasy

The morning began just as any other did for Cindy. She woke up, brushed her long brunette hair out of her face, and checked her phone groggily. Although there was a notification Cindy had never seen before; the icon that of a sparkling wand, the notification itself reading: "Setup complete! YourWish app is fully operational!" "Probably Brielle...

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Life of Leigh Ch. 01

by Lee_Bee on Sep 1, 2017
Erotic Couplings

Authors Note: So this is a true story but I do have to change some things so that it's not blatantly obvious who I am and where I'm from. Contrary to popular thought Canada is actually a pretty big place and that's as specific as I'm getting. I would also like to forewarn people that where this is my life, a real life, not everything works out the way you wa...

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...

House-Sitting Panty Lover Pt. 01

by sissydn on Sep 15, 2017
Transsexuals & Crossdressers

Finally Friday! The day I have been waiting for, for so long. A month ago my sweet and hot neighbours, Megan and Sophie, knocked on my door and asked if I would watch their house and feed their dog when they left for an extended weekend. I immediately replied yes and suggested I could do some house chores since I had no plans that weekend and were low on m...

Strip Fight

by Octave on Jan 12, 2021
BDSM

Julia und Sabrina waren gute Freundinnen die beide zusammen studierten. Sie verabredeten sich regelmäßig zum lernen in Sabrina's WG. Sabrina wohnte mit einem Studierenden aus deren Universität zusammen. Sein Name war Joshua. Ein sehr schüchterner Typ. Er war meistens in der WG am lernen und blieb in seinem Zimmer. Julia hatte ein Auge auf ihn geworfen und wa...

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Wardrobe Malfunction- Mikheala

by CopyCat13 on Aug 18, 2017
Exhibitionist & Voyeur

Mikheala shifts uncomfortably from foot to foot trying to relieve the wedgie that is slowly working its way further into her butt. It would probably be easier for her to manage if she wasn't playing Ping-Pong in front of an audience. After all, Mikheala has quite a bit of experience dealing with uncooperative panties and by now she was pretty good at subtly...

Rosa Diaz Humiliation

by Cosmicpinkbeautie on Mar 29, 2021
Fan Fiction

Since this interactive is female-only, there are a few characters changes I'm making to allow for that. Also, this interactive will be very unrealistic, obviously. The Captain: Amy is acting as the precinct's captain due to the fact that the last captain (Captain Nikki Martin) requested a precinct change after she was publicly humiliated by detective Diaz. G...

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