Pussy Wedgie Stories

247,397 results
Orientation
Length
Source
Infinite Scroll

Officer Down Ch. 01

by Alucarda on Feb 6, 2018
Exhibitionist & Voyeur

Panic upon waking was only dulled by the bastard headache behind her eyes. Dehydrated. Dizzy. Disoriented. Dirty? Then the punishing recollection. Shame quickly crowded out even the most severe symptoms of her mammoth hangover. Abby felt bare yet smothered. A clammy sheen of perspiration clung to her pale white flesh. Others still slept alongside her in th...

Panty-Wearing Tease Gets... Pt. 02

by prollybadtodo on Sep 16, 2017
Transsexuals & Crossdressers

The funny thing about being trailed by two men into my bedroom while wearing slutty girl clothes creates the desire not to disappoint. The last thing in the world I would want to be seen as is un-sexy. If I'm going to play the part of a desirable little nymph I'm going to do it right. I made it to the top of the stairs as the two horny men slapped at and pla...

The Visitor

by awin9696 on Jul 3, 2018
BDSM

------HIM------ As you type this message I am already behind you. You don't see me. You feel only my hands grapping you. It's too late for you. I use force and throw you into the wall and I put my big body against you. You can't move as my hand reaches down, get a good grab of your underwear and pull it up. You start asking for pity. "You little bitch cun...

Beer Thursday

by barkirk on Sep 13, 2017
Erotic Couplings

"What did you say? Where did that come from?" "I'm sorry, really, really sorry." Tom said. "I should leave." "No, you stay right here. You can't say I want to fuck you, just out of the blue that way. We've know each other for 5 years and never even flirted with each other." "It must be the beer, forget I ever said it." "Seriously? You think I will ever f...

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...

Penny's Predicament

by annasslave on Sep 17, 2017
BDSM

Penny was a pretty girl. She was an active brunette and well liked by her many college friends. She did well in school, and many thought she had the life with her freedom, sports car and apartment. She had a best friend named Ashlee and the two were practically inseparable. Ashlee was also a cute girl but nothing compared to her good friend. It was true,...

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...

Stephanie Wants to be Seen Pt. 01

by alittlecloser69 on Sep 26, 2017
Exhibitionist & Voyeur

She sat there quietly contemplating how she had gotten to this point. She knew what she was about to do was risky, but she couldn't help herself. She loved the thrill. The chills that she got deep down in her bones every time she got away with it were what gave her an indescribable high. She waited patiently in front of her high school for the beginning of t...

I'm Being Blackmailed Ch. 06

by VanessaEvans on Jan 23, 2018
Exhibitionist & Voyeur

Author's Notes: - Before you read this part I strongly suggest that you read the earlier parts before reading this. It will give you the background that will make this part a lot more enjoyable. V ***** Tony thought that it would be a good idea for me to wear that collar with the rectangles skirt at work the next day. I'm sure that you can imagine the co...

Oh Rocky!

by JacobGoody on Sep 14, 2017
Fetish

"Babe, I'm kinda scared of these clippers you bought... Babe?" I stood in front of the mirror in nothing but my blue boxers, shiny clippers in hand, waiting for my girlfriend Gina to respond. Hi. I'm Bill. * * * * * If this were a dating app profile, you would probably see pictures of me, your run-of-the-mill average dark-haired, white frat boy type doin...