Jaimie needs to do it a little bit wrong. Pretend you forgot what’s “right” or “wrong” to do in dating (including how to ask someone out, what "appropriate" age differences are, etc.). Say what you’re thinking, ask someone out at Starbucks who is totally unsuspecting, and date who you want. Strip your “knowledge” away because sometimes it’s only keeping you from a really really good time. You’ll thank me later.

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