Wake Up - Supernatural Season 10 Episode 15

Oh no! Cole isn't dead is he? Wake him up, Dean! Wake him up!
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Dean Takes Part - Supernatural Season 14 Episode 4

Dean takes part in trying to take down Hatchet Man.
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Dean Has a Gun - Supernatural Season 15 Episode 6

Dean has a gun and is ready to save his brother's life no matter what happens. Hasn't that always been his mantra?
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Supernatural Season 8 Premiere Pic

Sam and Dean have a lot to catch up on when we see them again on October 3. This is a photo from the Season 8 opener.
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Right Behind You, Dean

It looks like Derek is helping out the brothers Winchester in "Alex Annie Alexis Ann.". Looks can be deceiving of course.
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Dean and Cole - Supernatural Season 10 Episode 15

Dean and Cole are having a pretty serious conversation. But where's Sam?
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A Chat With Sam - Supernatural Season 10 Episode 15

Sam has his gun locked and loaded, but there's always time for a little chat. Or maybe he's telling her what to do in case a monster appears.
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From The Curious Case Of Dean Winchester

Dean gets involved with Bobby during the episode "The Curious Case Of Dean Winchester." Strange developments occur from there.
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Death and Bobby

Death and Bobby look on in this scene from "Meet the New Boss." It's the seventh season opener of Supernatural.
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Jack, Castiel and Sam - Supernatural

Sam and Castiel are determined to find a way to Dean, but Jack isn't sure Dean is still there.
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Fighting the Nazis

Will Dean and Sam end up fighting the Nazis during their investigation on Supernatural. "Everybody Hates Hitler" is the 13th episode of the show's eighth season.
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Holding Hands - Supernatural Season 10 Episode 17

Everybody hold hands and lets say the chant. Are they looking to talk to somebody in particular?
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Supernatural Quotes

Why do they call this place The Empty? It's full. It's full of sorrow and despair playing over and over again of angels and demons dreaming about their regrets. Forever.

Ruby

Weird, creepy, off-the-grid "Children of the Corn" people? Yeah, I’m in.

Dean