2002: Lance (Neil Patrick Harris) in Undercover Brother
If a white guy is part of the cast and he isn't an antagonist, he's either one of two types: street smart and organically in tune with black culture, or awkward, ultra "white" and dying to be considered "cool" and fit in. Enter NPH's hilarious turn as Lance, the dweeby intern at the B.R.O.T.H.E.R.H.O.O.D. espionage agency, in the classic blaxploitation parody Undercover Brother.
He comes in handy when the plot calls for the titular hero, Undercover Brother (Eddie Griffin), to go, well, undercover, teaching him proper Caucasian demeanor, but otherwise is extremely marginal and only even there because of—get this—affirmative action.