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Summary
Dean's little brother Sammy has been talking about Claire Novak, who's a class above him, for about two weeks non-stop. 11-year-old Sam admires Claire and desperately wants to be her friend, so he and Dean start planning how to make a friendship happen between them.
When Sam and Claire actually become friends, Dean coincidentally meets Claire's big brother Castiel and falls head over heels for the gorgeous, blue-eyed boy. From that moment on, Sam and Claire are the ones helping Dean to woo Cas. The whole process naturally involves lots of pining, awkward flirting and a constantly blushing Dean.