Thong Wedgie Stories

45,231 results
Orientation
Length
Source
Infinite Scroll

Office Obsession - His POV

by POVscribe on Mar 12, 2019
Anal

Aargh! My tablet just blew up with calendar reminders. I love my work, but lately it's been overwhelming. I have been a corporate attorney for nearly 25 years and also sit on several non-profit boards of directors. While I get to do pretty much what I went to school for and trained to do, the lifestyle doesn't leave much—or any—room for a personal life. I've...

Book Store Slut

by fuckup77 on Aug 19, 2017
Exhibitionist & Voyeur

Henry always was fairly shy. Always scared to reveal his true self to the world. Terrified to find out exactly what the rest of the world might think of him. 6' tall, combed back shaggy hair, and a relatively average body. Never overly popular with the ladies, but still some experience. Henry worked at a local bookstore. One of the most exciting moments of...

Enm at Work

by Onlysorta on Dec 6, 2017
Exhibitionist & Voyeur

Call me, Ahab, this is the tale of my embarrassing day at work, a humiliating story in which the lady I've been pining after for quite some time now, a sharp, attractive businesswoman with a flirty side, saw me completely naked. I was never absolutely certain where it was that she worked, but, my crush Ming Zhao's routine involved passing by my workplace, an...

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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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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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Tinder Pt. 02

by TwistedPanties on Jan 22, 2020
Transgender & Crossdressers

I appreciate you all asking me for more of the story - It would be hotter if you begged ;) Sissies can be so over-eager... (Keep the feedback coming please, Sweeties) Background: Bryan's roommate Caitlin has just discovered his crossdresser girl Tinder profile, while her friend Allison was swiping for a new girlfriend. Bryan is in the kitchen with a baby...

Jessica's Change Management Ch. 27

by Cathartico on Oct 19, 2020
Exhibitionist & Voyeur

-- Saturday -- This was it! The grand finale was hitting the home stretch! Time for a status update. It was make-or-break time, 'cause I was down a buncha scores. It was all-or-nothing, 'cause I had totally gotten outmaneuvered by Ortega. Despite everything that had happened, the task was still the same. I had to broker new contacts for LGZ. The goal was...

Her Panties and a Wet Spot

by daves40004 on Sep 18, 2017
Toys & Masturbation

Jennifer heard the office door open along with a male voice, "I can't imagine what was going through her mind...I mean, seriously, who exercises in a public gym wearing a thong leotard?" Jennifer's hands froze over her keyboard. She recognized Joe's voice. Another male voice responded, "Was she wearing tights or something underneath?" That voice belonged to...

Please Play with Me

by pangolin on Aug 19, 2017
Exhibitionist & Voyeur

I was the girl in high school that everyone fucked with. Somehow, word got out amongst my schoolmates that I was the school slut. It wasn't true. Well, not entirely true anyway. I didn't make out with everybody. I gave it up more than most of my friends, but what I really wanted was to be the center of attention. Being "that girl," after all, had its privile...

House-Sitting Panty Lover Pt. 03

by sissydn on Sep 13, 2017
Transsexuals & Crossdressers

... As I stood there in the parking lot I felt like all eyes were on me. But why wouldn't they be? I had substantially bigger breasts than the average busty girl and were wearing a skirt shorter than that of the high school slut. As I had been standing still for a moment Megan got impatient. "Come on pretty. Don't let me get over there and grab your thong...