White Chicks (2004)

Marlon and Shawn Wayans play Black FBI agents who impersonate rich white socialites to infiltrate a pompous Hamptons social scene — and break up a conspiracy. Along the way they learn how white people act when they think no one of other races are around, but also start to see the world from a woman’s perspective.

If you’re not offended by something in White Chicks, you aren’t paying attention. The Wayans take down privileged white people, but also everyone else, and make points about our weird racial and sexual hangups along the way. White Chicks always keeps you guessing about how far it will go, and it goes pretty far.