A Brief History of White People Rapping in Movies

Leslie Mann as Nicky in The 40-Year-Old Virgin (2005)

Song: "Get Ur Freak On" by Missy "Misdemeanor" Elliott
Level Of Embarrassment: Extremely High

One of the greatest comedic scenes in recent history is an intoxicated Leslie Mann trying to encourage the completely sober, and virginal, Steve Carell to enjoy Missy Elliott as much as she is while driving erratically (and drunk). Mann masterfully portrays the wasted suburbanite who thinks she looks really cool when she raps. Which sounds like a tweet taken straight out of the @WhiteGrlProblem Twitter feed. TA

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