Dean Winchester Stories

3,878 results
Orientation
Length
Source
Infinite Scroll

Finding the Perfect Fit Pt. 08

by Joshana on Dec 24, 2019
Transgender & Crossdressers

Tuesday Night, Hell Yeah I had Tuesday off but Jamie worked, so I ended up doing homework while hanging out with Donna. She was still watching Supernatural while pecking away at math, frowning at her notes constantly. After watching a few minutes, I concluded it another monster of the week episode. Now what the fuck was the monster? A text got me to look a...

Traci

by ReedRichards on Sep 11, 2018
Loving Wives

"Look, Mr Lytles, I really don't care about taking more of your money, and my boss absolutely doesn't care, and would be perfectly happy to keep taking more of it, but this has been a boring case, and I really think that you're wasting your dollars." That was Jim Cramer, a private detective out of Lexington, and we were meeting at, of all places, the Parket...

Winchester's Intern to Slut Program

by AruziaMelnik on Nov 4, 2019
Erotic Couplings

Author's Note: I worked on this story on and off for about 2 years. As readers of my previous story know, I need to take frequent breaks because writing these stories for you is so arousing. This one was no different. I hope you enjoy reading it as much as I did writing it. * Jade ran into Mr. Winchester's office, out of breath, her ample cleavage rising a...

Starstruck Ch. 01-03

by warrior_wolf on Sep 13, 2017
Romance

This is the first story I have submitted to literotica, so I'd love to get some feedback. As the story states, these are only the first 3 chapters, so if you like it, I promise there will be more chapters on the way. This story is planned to go on for a while, and is not a quick fix. It hopefully has some depth to it, so if that is what you're looking for, p...

Supernatural: Dean's Witch Ch. 01

by HoneyInPlaid on Sep 13, 2017
Celebrities & Fan Fiction

NOTE: As someone with admitted addictions to both Supernatural and writing in general, I suppose I should have expected them to collide at some point, though I haven't written fanfiction in years. It was this idea that finally drew me to post a story on literotica, though, and I couldn't resist taking some of the ideas in varying directions. But of course, s...

Beauty and the Bus!

by winepleasures on Aug 30, 2017
Exhibitionist & Voyeur

It was a long bus ride to Virginia. I was a freshman in college, no car, minimal expenses. This is 1982 and I had to take a bus from Pittsburgh, PA to Richmond, VA to visit a high school friend. I decided to take a night bus after classes on Thursday so I could arrive late night and have a long weekend. The bus initially was not crowded as people came and we...

Longwood First Hunt Day 03-04

by emap on Sep 15, 2017
Novels and Novellas

I wake early on this day, the sky is only starting to lighten, the birds what few there are have not woken yet. I listen carefully there is movement nearby indistinct on direction, more like twitching. I grab up a revolver anyway and roll over pointing my gun in the direction. Gwen stares at me Martin is twitching a little saying something under his breath....

Mom & Me Ch. 16

by Yechesem on Apr 24, 2018
Romance

When the noon lunch bell rang I walked quickly to my locker and placed my books inside before heading to the lunchroom to look for Jane. When I walked into the lunchroom I scanned the tables and the lunch line looking for her familiar face when I felt someone hugging me from behind. I turned and saw Jane looking up at me with her face beaming. "Looking for m...

Crabapple Cove Ch. 03

by Nigel Debonnaire on Sep 12, 2017
Celebrities & Fan Fiction

A full moon hung over the Maine coast, turning the landscape electric blue and adding an eerie quality to the whitecaps of the incoming tide. Maggie McIntyre, perfect in her green suit and light blue blouse, leaned against the ICU window, gazing at the night. Her grandmother, Margaret Houlihan Pierce sat next to the bed where Hawkeye lay motionless. Occasion...

In a Room Full of People

by markelly on Sep 19, 2017
Romance

It's a Romance, when you finish reading it this story will still be a Romance, please just enjoy the story two people did their level best to bring to you and not tell me it's sitting in the wrong category. The temptation was to break it in half and post two chapters instead of one, as you can tell common sense won out. My thanks as always go to SouthPacific...