Messy Wedgie Stories

18,859 results
Orientation
Length
Source
Infinite Scroll

Dropping Her Mask

by PTWinters on Oct 12, 2017
Erotic Couplings

As always, I appreciate any and all constructive feedback. Let me know what you liked and what didn't work. (though I'd also appreciate any votes you want to give as I've entered this in the 2017 Halloween story contest) **** "Who the hell is Lady Blackhawk?" Amanda asked holding up a black boot. "She's cute and badass, what else matters?" Claire told h...

Neighbors Sissy Son Ch. 06

by newfield1981 on May 2, 2018
Transsexuals & Crossdressers

Editor's note: this story contains scenes of incest or incest content. ***** Tiffany Charles My name is Charles Bennings but you can call me Tiffany Charles. If you've been following this story from the beginning, then you know I was born a boy but with my feminine body and face, I easily live my life as a girl. You also know that I make a lot of money do...

Live Long and Prosper Together

by forctic_ax on May 16, 2018
Erotic Couplings

Author's note: Hi! I aimed to make this story a little different. The plot will possible require quite a bit of suspension of disbelief, if you go in expecting two typical (or rather, neurotypical) people. Note that in line with the personalities of the characters I have opted for more scientific or nerdy terminology in some of the descriptions. While 'ade...

Cinderella: An Erotic Fairy Tale Ch. 06

by Cordelia Speedicut on May 16, 2018
Sci-Fi & Fantasy

Katsky Peckerheads and Trolls - flashing memories of a Blacksmith and Two-Backed Beasts - a Crystal Ball and a Mind-Fuck - Men of the War Wang - More Blues - fellating in the Knocked-up Bride - the Goddess of Burlesque (Hubba hubba) - Butterflies and Rhinos - the Kat Came Back - a Triumph of Lust. As the lovely, lusty agents of sexual carnage - that is to...

Taking The Pledge Ch. 01

by 420hunie on May 22, 2018
Erotic Couplings

"I can do this, I can do this." I sat in my car and softly mumbled to myself, fidgeting in my seat. I sucked anxiously at my lower lip, thumbing through my old text messages. I scrolled through the text messages from the last 24 hours between me and Katie. Katie: (22:47) u made it thru wave 2 but I still think ur too weak to be an Alpha PhiMe: (22:49) I'm...

Office Legs

by lexloci on May 1, 2018
Fetish

Part I: Teasing Rick sat back and pinched the bridge of his nose. It had been a hard first few hours in the office, fixing the bugs he's failed to spot with the tired eyes of the day before. But now everything seemed to be working fine, he packaged up the changes and fired off a mail to his team leader requesting his update be approved. Time for a bit of sl...

Unrestrained Ch. 03

by Wood_ on May 15, 2018
Erotic Couplings

Chapter 3 The Spa Well, we sure steamed up the windows in the car, it almost got dangerous. You and your teasing fingerplay, you had your hands all over me, making sure you had your very own gear stick peeking out the legs of my shorts. Of course, I had to take care of the real one, not being really able to touch you as much, since I had to drive us to the...

Big Bang Theory Season 06 Ep. 24

by baranbrat on Jun 5, 2018
Celebrities & Fan Fiction

Author's note: The series continues with this season 6, episode 24. The series doesn't reset, but follows the show's story sequence. One of my readers requested adding pictures of the new characters, but this is not allowed by Literotica. When a new character is introduced, I will put in parenthesis the character's real name so you can look them up on the i...

Ways to Break a Good Man, No. 2

by manyeyedhydra on Sep 15, 2017
Erotic Horror

The parcel was about four foot high and about two foot by two foot at the base. It was wrapped in gaudy pink paper and tied up with ribbons of shimmering red silk. The ribbons came together at the top in a large elaborate bow. Tucked under the bow was a card in the shape of a large red heart. The whole package resembled a nauseatingly soppy Valentine's Day g...

The Bridge

by Just Plain Bill on Sep 16, 2017
Romance

Although the following was written by a male, it employs the first person narrative of a female. It simply seems more effective and believable presented this way. It is a work of fiction. None of the circumstances or characters bear any resemblance to actual events or real persons. JPB * My name is Jane Adams. Though I had always felt I led a happy lif...