Director: David Raynr
Tomatometer reading: 18%
Remember cute little Kenny from Cosby Show? (And between Bill and Raven Symoné, Kenny might be the only untainted memory left from that series.) Several years later, actor Deion Richmond was all grown up and looking to make a splash as the lead in a vaguely adult coming-of-age comedy. Objectively, Trippin’ is terrible, but it’s also a cult classic that shoulda been, as a likeable Richmond riffs his way through one horndog/would-be hero daydream sequence after another as a way of putting off the looming reality of college. Bouyed by the ageless Donald Faison, Trippin' has one foot in Kid 'N Play-style '90s farce and the other one firmly forward into a Smiley Face, stream-of-consciousness stoner paean. And this.
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Kenny Herzog is Thrillist's Senior Entertainment Editor, and only cooks with the freshest heirloom tomatoes. You can find him on Twitter @kennyherzog.