It's 16-year old Dean! This is a photo from the Supernatural episode "Bad Boys."
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Dean finds it hard to share the ghosts from his past on Supernatural. "Bad Boys" is the seventh episode of the show's ninth season.
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Supernatural Season 9 Episode 7 Quotes

Cars are freaking cool as hell. Fixing them is like a puzzle, and the best part is when you're done, they leave, and you're not responsible for them anymore.

Dean

I guess we didn’t know everything we thought we did at 16.

Dean