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Last updated: 04 Jun 2026 at 09:37 UTC

How To Tell You're A Douchebag (2016)

Cinafilm Score = 47% based on 3 reviews

Ray Livingston is a relationship-blogging hack ("freelance writer, actually") responsible for Brooklyn's infamous blog, "Occasionally Dating Black Women." The well-written, if not controversial, blog has generated some notoriety, but Ray is chafing from an overextended stay in New York, romantic ennui, and a stagnating writing career. After a particularly crappy week, he goes off on a tirade and harasses a gorgeous random passerby, only to discover that it's Rochelle Marseille, one of New York's up-and-coming authors. Moving to make amends in an effort to preserve his media clout, Ray is stunned when Rochelle gives him more than he ever thought she would.

How To Tell You're A Douchebag has generally received mixed reviews.

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