Dean Winchester Stories

3,878 results
Orientation
Length
Source
Infinite Scroll

The Tales of Andrea & Dean Ch. 05

by thewhitestripe on Sep 26, 2017
Erotic Couplings

Ch. 05: Office Job It was finally all out in the open. Andrea had revealed to Dean that she knew he was watching her nightly shows in her bedroom window, and since that time the two of them had had a wonderful time teasing each other. Ever since Andrea had sketched Dean in her studio as he masturbated, they had been playing a game of sexual cat and mouse. A...

Born Into Darkness Ch. 06

by wingedangel324 on Sep 19, 2017
NonHuman

Note to My Readers: I can't thank my editor Trggrhppy, he's been a big big help and has a lot of patients editing my work, sorry for the 'and and ands' and the tenses. I hope you all enjoy, comment and vote!! ***** Saturday, Midnight Sophie sniffled as she shoved another handful of gummy bears in her mouth, then used her shirt to wipe away her tears....

The Window Ch. 02

by mntnman64 on Sep 13, 2017
Erotic Couplings

Author's Note: Now that I have survived the ordeal of losing my "virginity" as an author; I will plunge on with Part 2. Please feel free to give me constructive criticism, or encouragement....I appreciate both. This part can be read as a stand-alone; but, I strongly suggest that the 1st installment of "The Window" be read, to get a better understanding of th...

Two are Halves of One

by SmallTownPrincess on Sep 25, 2017
First Time

"Hello? Earth to Emma!" Emma zoned back in to the real world, refocusing on her twin sister across from her and their friends seated around the dining hall table. "Where the hell have you been for the past five minutes? We're trying to figure out which show to hit tonight." Rachel, her twin, was staring at her expectantly, waiting for her to cast the decidi...

Dean and Marie Ch. 02

by PDeanMurphy on Sep 14, 2017
Erotic Couplings

This is chapter 2 of Dean and Marie- His little bag of tricks. You need to read the first chapter before reading on for any of this to make sense. Of course as always everyone is over 18 and then some. ***** Dean and Marie arrived for work on Monday and they went about their prospective jobs as if nothing was going on. Dean's biggest problem was he wanted...

Backseat Rendezvous

by LustQueen on Sep 14, 2017
Erotic Couplings

After an enjoyable lunch date in a park Dean and Jillian return to their garage where they kept a collection of antique cars that they had acquired over the years. It was a common interest between them. Dean felt he couldn't get any luckier. Here's this young, hot, big busted blonde with curves to die for, sharing just as much the same passion towards classi...

Supernatural: Forgetting

by ellen_devlin on Sep 17, 2017
Celebrities & Fan Fiction

Dean Winchester's phone rang just as he was about to grab a beer from the fridge. "Hey, Jen. Long time. Business or pleasure?" He grinned, hoping that this was a pleasure call, rather than a case. "Hey, Dean. Both, I guess." She sounded off. "Are you at the bunker?" "Yeah, what's wrong? Do you need help? Are you working a case?" "No, the case is over." Sh...

A Terrible Whore

by ausfet on May 22, 2019
Novels and Novellas

It was a Tuesday afternoon that I finally cracked. I'd opened the letter from my real estate agent telling me my rent was going to be rising twenty dollars a week effective the following month and burst into tears, my thirteen year old daughter had a mouth full of teeth that desperately needed braces and to top it all off, my car was making the sort of noise...

The Steamy Chase Ch. 06

by adjoaq on Sep 26, 2017
First Time

Comments, critiques and tips are welcome. Dean Broody vs. Kayla Cooper *** Kayla couldn't remember a time she had been this deliriously happy. A determined Dean was a delightfully terrific guy. Right from the moment he had finally shown his face on the plane, to landing in Dubai, he had made Kayla fall even more in love with him. For a moment on the plan...

Tricking a Straight Boy

by speedodave on Oct 3, 2018
First Time

I'm living with two hot young Aussie guys and for three days there has been a sexual tension building. last night it boiled over... No it wasn't Will (Will is my new roommate, Will is eighteen, fucking hot and so far it seems as if he is totally straight although I might get him). It was Dean (my mate who is staying with me for a couple of days before he mo...