Messy Wedgie Stories

18,859 results
Orientation
Length
Source
Infinite Scroll

Queen Sarah Ch. 01: The Rise

by johndoe112 on Feb 6, 2018
Erotic Couplings

The following is my first work of fiction. All the characters are 18 years old or older. ***** "Say it, you cocksucker. Say it." "I'M YOUR BITCH! I'M YOUR BITCH!" Sarah smirked. It was a cocky smirk. The smirk of someone who not only just won but humiliated her opponent who so richly deserved it. But she was also confused. While she fully understood why...

Lesbos Arriving

by mylovelips on Jul 11, 2018
First Time

"Good morning Mrs. Long, what a lovely morning." Leah said as she opened the store door. "Oh morning Leah, yes it certainly is. Would you get six forms from the back? We have an order of new bras to put out." "Six certainly, I wonder what these are like." Leah Said as she continued to take her coat off and hang it up in the hallway. She said that the last...

Casey's Submissive Journey Pt. 10

by corduroysissy on Jul 17, 2018
Transsexuals & Crossdressers

Mistress Dorothy was rubbing her husband's bulge affectionately. "Julian honey, Casey was sniffing your pissy pants while you were doing your chores, and quite frankly hubby, I think he liked it. Maybe in the future I'll borrow him from his wife and make him be your bathroom bitch, would you like that dear?" "Yes Mistress very much. Can I be the boss of hi...

Eve's White Knight Ch. 03

by Dark_Crow on Aug 14, 2018
Romance

Dear Reader: Sorry so long to get this out. I pulled it and re-edited it a bit, and summer is a tough season to find writing time to write! I have integrated some elements that I like, and they may not be realistic. But I hope you enjoy them as much as I have. ******** As I walked in to the apartment I had resolved to have a heart-to-heart talk with Eve a...

Ashley, Released Pt. 02

by Aymar31 on Jul 30, 2018
Loving Wives

Author's note: Before you read any further, please be informed: this story is about an engaged couple that involves other people in their sex life. If this is something that offends you, please don't read any further. If this is not the kind of story you like to read, please spare yourself the time. Final warning: if you're not into swinging/sharing, DON'T...

Rush Pt. 04 - Finale

by sinfulcaramel on Jul 31, 2018
Exhibitionist & Voyeur

Sex has never this big, life-changing thing for me. I've had a couple long-ish relationship, drunken one night stands I don't care to remember, and the occasional hook up that should've never happened in the first place. With the exception of a few close relationships, sex has always been a means to an end. Whether I was horny or in need of some companionshi...

Holiday in Paris

by SEVERUSMAX on Jul 31, 2018
Group Sex

"Do you like what you see? You've been admiring the Seine for several minutes now, just like every new tourist in Paris, if you ask me. Never been to France before?" the voice startled me out of my thoughts. "Actually, I was thinking of the history of this city. Hard to believe that this was once a provincial village in the Roman province of Gaul, not to me...

Good Doctor

by magmaman on Dec 16, 2017
Romance

My name is Dale Matthews. It didn't used to be my name. I used to be called Willie Moore, hell, I didn't like that name but everyone called me that anyway. I wanted to be called William, no one did. Fresh out of high school, I got a job driving a fork truck. Somehow that is the way things seem to go in today's world, there are no jobs available doing what y...

Thai Travels Ch. 05

by S_Queen on Dec 28, 2017
Group Sex

Hello again readers. Welcome to another chapter of my erotic travels through Thailand. If you've joined me without reading the other segments, I'd suggest doing so for contextual reasons. Having said that, this is a standalone encounter, albeit with familiar characters. If you've read my other chapters, you'll be well versed by now on my abilities to give in...

Making the Rent Ch. 02

by HexPattern on Dec 30, 2017
Humor & Satire

Credit to Conversations, who gave me the idea behind this story, and who also wrote the delightfully funny "Saving Miss Stacey," which I highly recommend you read first. Although she quite literally stole my character from me, who now presumably resides in hiding, I suppose being a near-omnipotent, certified narrator has its benefits... Once upon a time, th...