justin 1
Who: Justin Theroux
Character: Jared
When: Season 1
Fans of SATC already know Theroux played two different characters in two different episodes—in two different seasons. His Season 1 showing as writer Jared—one of New York magazine’s “30 Coolest People Under 30″—was smarmy and totally laughable, especially when he tries to hit on Carrie at Luna Park by asking if he can take her home. Spoiler alert: He couldn’t, because she makes Mr. Big meet her outside the bar at 3 a.m.