Trippin' (1999) is a Comedy, Romance film that follows greg is near the end of his senior year in high school, wanting to go to the prom, eyeing Cinny (the school's beauty with brains) from afar, and regularly trippin', daydreaming about being a big success as a poet, a student, a lover. His mom wants him to apply to colleges, but Greg hasn't a clue. One of his teachers, Mr. Shapic, tries to inspire him, too. He finally figures out he can get close to Cinny if he asks her for help with college applications. But friendship isn't enough, he wants romance and a prom date. So, he tells a few lies and, for awhile, it seems to be working. Then, things fall apart and Greg has to figure out how to put the trippin aside and get real. Currently, you can watch Trippin' on Starz Apple TV Channel, Starz Roku Premium Channel, Amazon Video, Apple TV Store. Streaming availability may vary by country and platform over time. It has a user rating of 5.2 out of 10 from 17 votes. Fans of comedy movies may also want to explore similar titles below.