The Winchester Bros. are strolling around eating food.
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Strolling down the avenue eating some munchies. It works.
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Sam hangs out on the street while Castiel takes a breather.
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Sammy looks pretty smooth in his nice suit, doesn't he?
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Is everyone getting ready to part ways? Looks like it.
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Sam looks through a rather rustic building at the retreat.
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Sam and Dean step in on the Sheriff's retreat with Jody and Donna.
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Sam is working hard as he hangs with Dean in "Hibbing 911"
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Sam and Dean catch up and compare notes in this pic.
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Sam and Dean are on the case helping old pal Jody Mills.
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Sam and Dean are investigating a brothel in this scene from Supernatural. But it's not just any brothel. It's a brothel full of witches.
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Sam reacts to an unexpected development in this Supernatural scene: Dean is on a dating app?!?
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Supernatural Quotes

You betrayed me? No one in the history of torture's been tortured with torture like the torture you'll be tortured with.

Crowley

I'll text you her number. I like texting. Emoticons.

Castiel