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Show Info --> Episode Guide --> Friday Night

When Sean asks Emma what she's doing tonight, Emma's thrilled - that's a date, right? But nervous Sean is unable to muster the courage to arrange the details and Emma misunderstands his hesitancy as rejection. When they finally do cut through their misunderstanding and go out, the date is fundamentally a disaster with catastrophe after catastrophe. Emma's sure she's blown it, but when Monday comes she finds that Sean asks her out again - and much more directly, thank goodness.