Dean Winchester was born on January 24, 1979 in Lawrence, Kansas. He had a normal life, played t-ball and catch with his father, his mother made him pancakes and his favorite foods. When he was four, his life changed forever. His little brother Sam came into their lives and Dean loved being a big brother. Tragedy struck on November 2, 1983, his mom was killed by the Yellow Eyed Demon – Azazel and that spun their family out of control. His father, John, went on to learn what really happened to Mary and became hell bent on exacting his revenge on Azazel. So began the Winchester’s lives as Hunters.
A Hunter’s Life - Saving people, hunting things, the family business.
Dean was six or seven when he learned to shoot and when he was in the sixth grade, he built his first sawed off shotgun. It was also in the sixth grade that he confirmed to Sam that what his brother suspected, that monsters were real and their dad killed them.
So, I picked up this crossbow, and I hit that ugly sucker with a silver-tipped arrow, right in his heart. Sammy's waiting in the car and, uh, me and my Dad take the thing into the woods, burn it to a crisp. I'm sitting there and I'm looking into the fire, I'm thinking to myself... I'm sixteen years old. Kids my age are worried about pimples, prom dates... I'm seeing things they'll never even know. Never even dream of. So right then I just sort of...embraced the life - Dean
In 2005, after Sam left and went to college, John didn’t come back from a hunt. Dean got really worried and instead of going to Bobby or other Hunters, he went to Stanford to get Sam. It was then that the Yellow Eyed Demon came back into their lives with Sam’s love, Jessica, being the latest victim. Like Mary, she was pinned to the ceiling and burned. It took a couple of years and the death of John Winchester to finally get the revenge against Azazel, but they did. The Yellow Eyed Demon might have died but that didn’t stop Dean and Sam from continuing to hunt.
In stopping Azazel, Dean had made a deal ironically the same as his father’s. He exchanged his life for Sam’s. Unfortunately, there wasn’t a way out of the deal and Dean was attacked by a Hellhound and dragged into Hell where he spent what seemed like forty years being tortured. It was actually only four months before an angel, Castiel, pulled him out of Hell. It was the beginning of a beautiful friendship. Or as Dean calls them, Team Free Will.
Team Free Will. One ex-blood junkie, one dropout with six bucks to his name, and Mr. Comatose over there. Awesome. - Dean
Dean arrives after saving Charlie in Pac Man Fever. Pac Man Fever
Yeah, that's revenge. It'll get you out of bed in the morning, and when you get it, it feels great... for about five minutes. I've been there. Me and Sam – we have had our fair share of fights – more than our share – but no matter how bad it got, we always made it right because we're family. I need him. He needs me. And when everything goes to crap, that's all you've got – family. – Dean
- Sam Winchester - brother
- Mary Winchester – mother (deceased)
- John Winchester – father (deceased)
- Henry Winchester – grandfather (deceased)
- Bobby Singer – surrogate father (deceased)
- Castiel – best friend
- Charlie Bradbury – surrogate sister
- Benny – brother in arms
- Jody Mills
- Garth Fitzgerald IV
- Adam Milligan – half- brother (deceased)
- Ellen Harvelle – (deceased)
- Jo Harvelle – (deceased)
Life in the Inn