Messy Wedgie Stories

18,859 results
Orientation
Length
Source
Infinite Scroll

Out There Ch. 02

by Domdomain on Sep 15, 2017
Romance

A dozen miles farther and Ben pulls the old truck off the main highway and onto a narrow secondary road called the Ashnola River road. Even in the dark, the scenery passing through the headlights takes your breath away with the craggy ruggedness of it. Ever since you're previous stop, you have remained pasted to Ben's side. You never want to break the warmth...

My Trusted Friend Ch. 05

by WillyDFW on Aug 22, 2018
Group Sex

LarryInSeattle is an editor par excellence. I was embarrassed by some of the mistakes I allowed to creep into this chapter that he caught, spanked, and sent on their way. + + + When my wife and I had discussed our sexual fantasies and scenarios we thought we both might enjoy, the idea of a three-way sexual encounter appealed to us. Of course I pushed for a...

Glamour Shoot

by Pokerman757 on Sep 11, 2018
Erotic Couplings

This is a story based on a memory triggered by wifeANympho's 'Snow Storm' story. It is brief and fictional, but based on a true story told to me by a friend. ********** Dawn sat in her tiny apartment, staring at her phone, waiting for an answer to a very important question. Whiling away the time by checking Facebook, she scrolled through the usual posts...

The Promotion Pt. 03

by TransPunkPrincess on Sep 17, 2018
BDSM

Andrew woke up late the next morning, tried to stretch and sit up, had a moment of panic before remembering that he'd fallen asleep with his hands still bound. His neck and shoulders ached terribly, the smell of sex filled his nose, and he could feel the previous night's emissions dried all over his belly and chest, and the weight of the condom on his lap. H...

The Hallway

by mrpeachesva on Nov 25, 2017
Exhibitionist & Voyeur

"Jazz, cheer up... It's gonna be okay. I promise it's not the end of the world. He did you a favor." Keyshia said to her friend, who was sitting beside her softly weeping crocodile tears. Jasmine looked at her with a big unbelieving frown on her face. It was the end of the world for her. Her boyfriend of two years had just broken up with her. It had been th...

Sucking Ken Ch. 03

by desires2 on Feb 13, 2018
Group Sex

Vanessa had sent Ken an invitation to our place for 9:30 next morning, and he had almost immediately texted back saying simply "See you then!" We went to bed and talked a little about what might happen tomorrow. I wanted to keep Vanessa in an aroused state, but I also didn't want her (or me) to expend too much emotional energy thinking about it – a delicat...

Jackie Becomes a Wife

by Sissy_Sammi_ on Mar 14, 2018
Transsexuals & Crossdressers

A quick explanation. For those who are stumbling across this line of stories for the first time, there is the original version up to three chapters and now I am taking a second shot here. I've gotten a lot of comments saying that they weren't happy with where I took this story line beyond the first chapter, and in some ways I agree with them and feel like I...

The Resort

by EroticWolfie on Feb 6, 2018
Group Sex

NOTE: This is the sequel of 'Road Trip', which was my first story. I'd recommend reading that first to get some knowledge about the characters. English still isn't my native language, thought I'd mention that one more time. Also, I decided to play around with the perspectives, so this story will be told out of Rose's point of view. ***** I can't help but s...

Sensations Escort Services Ch. 17

by SteveWallace on Dec 11, 2017
Group Sex

Chapter 17 - Double Date Kat stood in the living room looking at her roommates and their two new friends, Crystal and Melody. "Brad just called. He's coming down on Friday afternoon for the weekend with me. I had a 'date' that I need to handoff to one of you. Any interest?" Melody shook her head, "I'm already booked out with Sean." Crystal asked, "Who's t...

Dark Division - The Capsa - Ch. 08

by bdbeauty on Jan 31, 2018
Sci-Fi & Fantasy

Her release from the morning meant she felt free to dress how she wanted opting for jeans and a tank top to work on her motion at the library table after a quick shower. It was nice to be back in the bunker, with the quiet that seemed to be there. The partners were involved in research of their own and all 3 found themselves at the table where Jeff had taken...