Dean Winchester Stories

3,878 results
Orientation
Length
Source
Infinite Scroll

Summer at School Ch. 02

by jdocubs on Sep 16, 2017
First Time

Coach Miller owned a farm eight miles outside of town. A long driveway led up to the five bedroom, two story Colonial. Two small ponds dotted the acreage; otherwise crops hugged the landscape for as far as the eye could see. Coach Miller leased the land to a neighbor who did the actual farming. Dean had only been to the house once before, a couple of years a...

The Steamy Chase Ch. 03

by adjoaq on Sep 26, 2017
Erotic Couplings

Comments, critiques and tips are welcome. Dean Broody vs. Kayla Cooper *** Dean woke up to find himself alone in bed. Kayla had obviously woken up earlier and gone back to her chalet. He remembered clearly what had happened between them. He could still smell the scent of her sweet perfume on the pillows, still taste her on the back of his tongue, still r...

The Steamy Chase Ch. 08

by adjoaq on Sep 26, 2017
First Time

Comments, critiques and tips are welcome. Dean Broody vs. Kayla Cooper *** Kayla walked around, taking in the vast rooftop. There were so many lights one would think it was a stage. And she could see movements in some of the buildings around. Kayla knew that just as she could see them, they could also see her. What had she gotten herself into? She went to...

Pipe Springs

by woodmanone on Sep 19, 2017
Non-Erotic

By Woodmanone copyright May/2012 Another story of the old West that takes place in the turbulent, exciting, and sometimes bloody time just after the Civil War. I've taken some literary license with this story but several of the characters, events, and situations are based on fact. They are part of our country's history. Constructive comments, critiques, a...

Paying Rent Ch. 03

by Nightly8 on Sep 17, 2017
BDSM

It Begins "Dean, give me a hand moving this coffee table." Both men moved and each took an end, and then slid the table across the front room floor and out of the way. Both were slow to straighten up. Troy moved over toward his friend Dean and placed his hand on his shoulder, just as dean reached his full height, of 5'8", he turned and looked troy in the ey...

The Boy

by timelord1963 on Sep 14, 2017
Romance

Thank you Tigerssman for help with the editing for this story. ***** "What's up dude?! I am Dean, a freshman at a lame university my parents sent me to. I do not make friends well, I guess I am too frank with people. I tend to answer the question asked instead of what the person 'meant' to say. The University is more than two miles above sea level. I thin...

Paying Rent

by Nightly8 on Sep 17, 2017
Non-Erotic

Troy sat quietly grinning to himself. He turned his gaze, from the floor, in front of him, to the clock, on the piano. He would be leaving in half an hour. He returned his gaze, to the floor, in front of himself, and smiled again. Dean and Troy had been friends for many years. They had many common interests. They shared a love of guns and the out of doors....

Let's Just Get a Beer Instead Ch. 02

by Iamxxxxlocked on Sep 16, 2017
Sci-Fi & Fantasy

Castiel was a shaking mess of orgasm, screaming for Dean and clutching and grasping, spurting rope after rope of ejaculate till finally, breathlessly it slowed. Dean was nuzzling his head under Castiel's jaw as he caught his breath, then kissing his damp forehead. "There you go, baby. I still got you." Still placing soft kisses, still touching him gently as...

School For Sluts

by Hattori Hanso on Sep 12, 2017
Fetish

"Dean Whitaker, your two o'clock is here." The Dean looked up from his desk and responded to his secretary, "Let her in." Seconds later, a beautiful brunette strode through the door into the Dean's office. The Dean looked her up and down. The girl wore a white, strapless sundress that fit her curves nicely. The Dean, a quick wit and keen observer, enjoyed...

The Tales of Andrea & Dean Ch. 09

by thewhitestripe on Sep 26, 2017
Group Sex

Winning a Client It was a sweet, familiar voice that Dean heard drifting through the open office door early on a Tuesday afternoon, drawing his attention away from the stack of files on his desk. Simply hearing it was enough to get his heart thudding in his chest, and a tingling sensation spreading its way through his groin. He lifted his head and listene...