Castiel is curious about Dean and how he was when he was a child, so he goes back in time to when Dean is a baby and Mary walks in to Cas comforting baby Dean by singing 'Hey Jude'.
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𝐈𝐍 𝐖𝐇𝐈𝐂𝐇, cas is back at his parent's house for a wedding, and despite his best attempts to move on, seeing his childhood best friend dean forces him to revisit feelings that he has been trying to leave behind.