Female Wedgie Stories

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Infinite Scroll

Sister Catfight

by JingleheimerSchmidt on Oct 13, 2014
BDSM

It's a hot July day. There are two sisters hanging out in their house, Jena and Riley. Jena is 18, 5' 1", Chestnut hair, fairly skinny with B-Cup breasts and a small but firm ass. She's wearing a pair of pink and white striped panties and a black camisole. Her Sister Riley is 19, 5' 7", Strawberry Blonde, she has a very well toned body with D-Cup b...

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Faced

by Ailsie on Nov 4, 2019
Fetish

This next match was one that I actually helped set up. It was a friendly bout between myself and another one of the other women in the circuit. She was having a bit of a rough patch, so I offered, well, an easier match up. Myself. At this point, I'd actually won a few matches, so I wasn't entirely on a losing streak. So it was arranged. For this one I actu...

Sensual Weekend Getaway Ch. 04

by Sexy_Boy_90 on Sep 28, 2020
Exhibitionist & Voyeur

Hannah and Brandi walked me back to their hotel room and made sure I was visible for anyone to see in only my red thong. As soon as I entered the room, Hannah glared at me. "I hope you're not ignoring the dress code!" she exclaimed. "No, ma'am," I replied and slipped out of my thong, once again completely naked. Brandi grabbed it from the floor. Hannah sat...

A Night at the Gym - F/M Mixed

by Notbob8448 on Jul 1, 2019
Fetish

She was introduced as Margot at a party of a mutual friend. She was very attractive and I was thrilled to be introduced to her at first, but her conversation starter was, "You look kind of wimpy." I'm not a big muscular guy, but I'm relatively fit and I get occasional compliments on how I look. I'm pretty confident in my physical abilities. I played footbal...

Sailor Moon Ch. 02

by embarrassednakedmale on Feb 3, 2020
Transgender & Crossdressers

The alarm had been buzzing for a solid two minutes when a bleary-eyed Scott finally rolled over and slammed his hand down on the offending device. The harsh noise ceased immediately, and Scott groaned as he rolled back again and cautiously stared at the ceiling. It was still dark in his bedroom, although a single beam of light cut through a tiny gap in his...

Chelsea's Humiliating Misadventures

by Arlingtonc on Sep 26, 2017
Fetish

It's been a long day for Chelsea Arlington, the leader of the cheerleaders, prom queen and (known to everybody since their first day at school) queen bee of the Clayton high-school. The 5'9" 20-year old blonde bombshell, right now approaching her white Mercedes S-class, spend the whole day dealing with this disgusting bunch of so-called teachers, actual...

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Debbi's Shameful Exposures

by enthusiast on Jan 4, 2018
Exhibitionist & Voyeur

At the age of 26, Debbi seemed to have it made. She had risen to be Team Leader in her I.T. company and seemed destined for great things. She had worked hard but it was also true to say that her progress had certainly not been hampered by her good looks. A very pretty petite brunette, she was happy with her small but well proportioned breasts and while she h...

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A Shameful Sentence

by ValerianXIII on Apr 27, 2016
Fetish

I was still in shock from what the judge had said, 6 years under my stepmothers care. I couldn't believe it but there was know way I could pay for the property damage and my stepmother was the only one who could. My stepmother and I never got along, in fact we hated each other. When I found out my stepmother would pay for the damages I knew it was a bad deal...

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Beach Interlude

by meltwater on Sep 14, 2017
Erotic Couplings

You close your eyes I'm standing behind you my arm comes round your waist and across your stomach. I kiss your neck as my hand trails lower reaching down; I undo your jeans letting them drop. My fingertips lightly brush the front of your thighs as they teasingly get nearer I proceed to nibble on Your ear as my hand finds your panties and slips beneath. T...

Caught Relaxing Pt. 01

by StephaniePlayland on Aug 6, 2019
Transgender & Crossdressers

This is going to be a short series of stories. This one really starts the journey out, they won't all be in exact order or have a proper linear flow to them. Just depends on what's has caught my interest that day, and needs to flow out of me. It's Friday night, no plans or anything to do a perfect night to dress up. Hangout have a drink and relax being Ste...