Dean's 'drop out' line is in reference to something he said in the beginning of this season. Talking to Bobby. He said something about how they're a rag-tag group with Sam being an ex-blood adict, Dean only having a GED (general education diploma, he didn't complete high school but he got the equivalent of a h.s. diploma) and Castiel being on his way out of Heaven's good graces they'd still be able to figure a way out that didn't involve them being vessels for Michael and Lucifer.
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That one sentence made me a Castiel fan. True story.
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I think I'm the only one who doesn't recognize/remember Dean's drop out. What is he refering to? I feel dumb /o\
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