Hanging Wedgie Stories

94,881 results
Orientation
Length
Source
Infinite Scroll

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...

My Ideal Morning

by atomicrocka on Aug 18, 2017
Fetish

I wake up on a queen sized bed. I was asleep on my back, belly up. I lay on the left side of the bed, and turn my head right to see you, still asleep. We are both under the bed sheets. Quietly, as not to disturb your slumber, I slowly slide the sheets off of me, revealing my sleeping attire. I am wearing nothing but baby blue panties and a white, short sleev...

An Unexpected Swim Ch. 01

by JackRabbit85 on Sep 13, 2017
Romance

I've always been one of those kind of guys that has the unusually high sex drive, and I know most guys will typically think that about themselves but mine has a bit of a twist and reason to it. For as long as I could remember I have been attracted to woman's panties, and for whatever reason... is unknown. But granted I do have my limits to what it is I am at...

It Happens All The Time

by Cormac29ru1 on Aug 8, 2018
Exhibitionist & Voyeur

Part 1 Claire picked idly at her fingernails and her thoughts, sitting behind the counter of OfficeOptions, her current place of employment. A small part of her brain warned her she was ruining a relatively nice manicure, but she was too perturbed by the rest of her thoughts to care. She was genuinely torn, a situation she didn't enjoy. Claire had always be...

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...

Protowhore

by GeneralMako on Sep 15, 2017
Celebrities & Fan Fiction

Prologue: My name is Alexi Mercer. The camera panned to show a devastated post-apocalyptic New York City. A team of soldiers in black gas masks made their way across the devastate landscape. All around them were creeping red and black tendrils and what looked like used condoms and way too many cum stains. I'm the reason for all this. The camera angle...

Sloppy Seconds Captured On Tape Ch. 02

by degenerate on Sep 14, 2017
Exhibitionist & Voyeur

You might want to see part 1 first. Kathy called me the next night. She didn't even say hello, "I want my tape back." "Huh? What tape?" I said, playing dumb. I knew she wouldn't buy it. "Not funny," she said flatly, followed by a long silence. "What, you don't trust me?" I said, trying to turn the tables, or at least keep the joke going. "It's got no...

Project Alice

by FemFreak on Jun 4, 2019
Transgender & Crossdressers

Summary: A female doctor administers the first phase of a clinical study to reduce crime rates by taking potential male criminals who fit certain traits and feminizing them into obedient girls. This includes a physical workout, and testing the sexual boundaries of the subject to encourage feminine rolls during sex. ~~~~~ The subject's name was Stanley Lan...

Email from Cindy's Box #03-01

by little_asian_cherry on Sep 17, 2017
Exhibitionist & Voyeur

It was 11 am. I'd just woken up to an empty house, as usual. It's the summer now and I'm home from school. I still do some classes online, but mostly my time is my own these days. I always work out first thing. It wakes me up and gives me a good excuse to have a nice, hot shower. Plus, it's what they make us do at school, so I'm used to it. I slipped on a...

The Long Resignation Pt. 01

by AndersonCoombs on Oct 22, 2019
Exhibitionist & Voyeur

Chapter 1 – The Surface The dream had always repeated itself with a surprising specificity. Nicole was at the bottom of a pool – the kind with those miniature tiles, mostly white with the occasional blue tile in the mix for the sake of contrast. She was never quite sitting on the bottom, just drifting, fluid like the water all around her, inches from the ti...