Dean Winchester Stories

3,878 results
Orientation
Length
Source
Infinite Scroll

Lonely Rider

by 1gearhead on Sep 13, 2017
Erotic Couplings

I had been riding across the prairie for the last five days. My horse was tiring fast and so was I. The bitter cold of late winter was starting to concern me. If this kept up and I didn't find shelter soon I was finished for sure, and that would really piss me off. I was approaching the foot hills of the mountains that I had to cross to reach my destination....

'Jenny' & 'Mike': Fantasy Sunday

by hfernandez1983 on Sep 25, 2017
Transsexuals & Crossdressers

This is the third chapter in the 'Jenny' & 'Mike' series. If you haven't read the first two chapters 'Jenny' & 'Mike': Date Night and 'Jenny' & 'Mike': A Day Out, then please do check them out. As already stated, my interest in pegging was the starting point of this series. It has since developed into more of an exploration of 'Gender Play' with...

Adventure in Longwood Day 06-07

by emap on Sep 19, 2017
Novels and Novellas

Dan stirring wakes me, still rather on the not awake side I look about to see the light coming in the window. I get up after a little struggle, my arm is trapped under him and Dan does not want to wake. I move quiet as I can to the dresser get out the loaded revolver and open the door half behind it. I giggle at what I find Ishmael is perched on a chair. Shu...

Supernatural: Dean's Witch Ch. 03

by HoneyInPlaid on Sep 13, 2017
Celebrities & Fan Fiction

NOTE: To understand the dynamic and the story here, I strongly recommend starting with Chapters 1 & 2. Beyond that, I'll only say that, 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...

Longwood Second Hunt Day 01-02

by emap on Sep 16, 2017
Novels and Novellas

Balik has good timing today, he has finished sucking and I hear the train. They are early, Dan has only just headed for breakfast. Putting my son down I get a feeling and head for my belt. It is a good day to wear my belt, the first time since our last hunt. The guns in the holsters jostle as I pick it up and strap it to me. Grabbing Dan's hat I heard for th...

Cardin Winchester: A Tale of Control

by JohnDoe117 on Jan 27, 2020
Fan Fiction

Cardin stared at the small brown box in his hand. "Okay, pops, let's see what this is." Before he traveled to Beacon Academy, Cardin's father left him a gift, along with a strict order to open and use what was in that box just as he steps foot in the academy. He thought nothing of it at first, dismissing it as something his old man would give him f...

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Magic Carpet

by oggbashan on Mar 17, 2020
Romance

Copyright Oggbashan February 2020 The author asserts the moral right to be identified as the author of this work. This is a work of fiction. The events described here are imaginary; the settings and characters are fictitious and are not intended to represent specific places or living persons. +++ In the late 1940s very few British people could own or run...

The Foundation Ch. 20

by FP37 on Sep 12, 2017
BDSM

The Foundation 20 T'is Pity He's a Whore The iron gates parted without a sound to reveal a young woman in jeans and a smart grey jacket standing on the gravel. She stepped forward with a handshake and a smile. "Hi, you must be Verity. I'm Morgana. Welcome to The Foundation Studios. I hope you've seen the video we sent last week. It will have given you so...

Brittany's Travels Ch. 01

by YDB95 on Sep 16, 2017
Novels and Novellas

"And, your partner swings you back in for one last spin!" Brittany demonstrated the move, having nearly forgotten by now how ridiculous it felt to teach the female half of the dance with no one to lead them. But it wasn't as though Marcia would ever allow any men in for the lesson. In any event, the other women all glided across the floor with something appr...

Longwood Second Hunt Day 05-06

by emap on Sep 16, 2017
Novels and Novellas

Waking up this day is annoying, Dan or I pulled the blanket up so I can't see the sky. Someone is up first crunching on the snow. Pulling my Colt and uncovering I find out two things, Bia is up, and we got snowed on. Dan jerks and pokes me for dumping snow on us. I stretch over and grab a handful of snow, there's more than I reckoned then drop it on his face...