Wedgie Dare Stories

42,476 results
Orientation
Length
Source
Infinite Scroll

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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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...

ENF-Geschichten.

by PaolaENF on Nov 26, 2019
Exhibitionist & Voyeur

Hier ein paar Geschichten zu Paola. Im Folgenden schreibe ich aus der "Ich" Perspektive auch wenn die Geschichten nicht wirklich passiert sind. VG bedeutet, dass es eine (kurze!) Vorgeschichte gibt, bevor das eigentliche Thema beginnt. Erstmal Allgemeines: Mein Name ist Paola. Ich bin 19 Jahre alt und wohne in einem kleinen Dorf direkt am Waldrand....

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Mistress Encounter

by WellBehavedMan on Sep 15, 2017
Fetish

Eva gets back to her hotel room from her business meeting, glad to be back, the meeting went ok, could've been better, they could all be better she reminds herself, as people don't give everything for nothing. As she flicks on the main lights she jumps as she see's you on her soft double bed, right where she left you before she went out, however she did not...

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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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...

Nora’s Naked Nightmares

by Lysanderoth on Apr 10, 2020
Exhibitionist & Voyeur

Eleanora Nancy Fackler, or Nora as she is better known, is your typical high school wallflower. She has long brown hair, blue eyes, and dresses modestly. She almost never socializes, largely ignored by the general populous, and only ever seems to interact with a few close friends. That and her bullies of course, not that she enjoys it. Often teased for being...

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