Gay Wedgie Stories

23,007 results
Orientation
Length
Source
Infinite Scroll

Caught with a Wedgie Ch. 02

by marriedhubbi on Oct 8, 2019
Transgender & Crossdressers

While my life looked the same on the outside, I noticed that my masturbation habits had changed. Ever since my 28 year-old neighbor, Alejandro, had caught me masturbating and had coerced me into sucking his cock, I began to notice my wife's sexy underwear and high heels in a different way. I was drawn to my wife's panties. I didn't just want to see and fee...

Caught in Ex-GF's Underwear Pt. 01

by HiddenThoughtz on Oct 6, 2020
Transgender & Crossdressers

Hello everyone...welcome to my crazy kinky life lol. This origin story takes place right before my 21st birthday. This all started when I finished my junior year at college. School had ended and I was taking summer classes so my workload senior year would be easier and I could enjoy my last semester. My two roommates had gone back home to work for the summe...

Wedgie Fetish, an Introduction

by wrbsuperman on Sep 14, 2017
Fetish

~~~~~ Hi! I don't know about you, but I have a serious wedgie fetish. It's my hope to continue to write on this theme and share some fun (fictional) sensual stories that will really get your juices flowing. First though, I wanted to give a little background on the wedgie fetish. Read on, hope you learn, then get ready for the REAL sexy stuff. Feel free to PM...

You and Juri Han

by wedgiefrmluckyfetish on Nov 27, 2017
Fetish

You wake up wishing you could fall back to sleep. For a wedgie fetishist, so much of life is dreams. Fantasies of every variety can not only come to life in the land of dreams, but they can stay that way. Animated by your desires you can spend an indiscernible amount of time among a horde of people permeated by lust for wedgies. Surrounded by the barely clot...

Son of a Witch Pt. 05

by Jwood23 on Jun 15, 2020
Sci-Fi & Fantasy

***if you like my stories please consider leaving a comment or rating. Any feedback is always appreciated so i can improve my writing. Thanks all :-)*** All characters depicted here are 18+ Jay was in shock. Even without the spells holding his feet in place and hands over head, he didn't feel he could move if he wanted too. His entire world had come crashi...

Wedgie-Self

by wrbsuperman on Aug 18, 2017
Fetish

~~~This story got rejected 4 times, because the paragraphs were too long and because they thought I was advertising for sites I'd mentioned. I prefer real-world stories that other members of the wedgie fetish community can relate to, and apparently I can't do that. The story isn't the same since all these "revisions" but I hope you can find some enjoyment no...

Wedgie in the Apartment

by wrbsuperman on Aug 18, 2017
Fetish

There was nothing like a crisp autumn day to clear out the cobwebs. Quite literally in fact, since the rays of sunshine cutting through the window highlighted any and all lint or spider webs in corners missed in last week's once-over. One could almost let them pass, but the beautiful foliage created such contrast to any dusty disorder it was impossible to le...

F&R University

by Forcas on Jul 30, 2020
Fetish

Welcome to Fallow and Roe, the best institution for mammalian learning. World renowned for our excellent methods of teaching, we ensure only the best for our students. Throughout your time at F&R you will be able to explore academia and yourself with hands on experience, so please, get stuck in! The Student's Guide to Free Use at F&R: The Tiers of Pr...

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Wedgie on an Island

by wedgiefrmluckyfetish on Sep 16, 2017
Fetish

They had been on the island for a few days. Their boat, pieces of which had been washing up on shore. Neither of them were sure what had happened for all they knew their ship had crashed, sunk, and maybe even imploded. There was a lot of running, alarm bells; they had explained safety procedures and what to do if there was ever an emergency but when the cris...

Marina

by clthongclthong on Dec 10, 2018
Fetish

Marina sits quietly at her desk and types at her computer as she spends her Saturday at work. On this particular day she has gone in to catch up on some things and is the only one in the office, along with two other women, Jodie and Christie. All three women are in their late 20's and are working on the same project which has been quite a stressful part of t...