Trippin' (1999): cast, story & where to watch
1999 · Film · ★ 5.8

Released in 1999, Trippin' is a comedy and romance film directed by David Raynr, running about 94 minutes. “He's a legend in his own mind.” — that tagline sets the tone.
What it’s about. 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.
Who’s in it. Trippin' stars Deon Richmond as Gregory Reed, Donald Faison as June Nelson, Guy Torry as Fish and Maia Campbell as Cinny Hawkins, among others.
How it landed. With an audience score of 5.8/10, Trippin' has drawn a solid, mixed-to-positive response. It went on to earn $9M at the box office.
Where to watch. In US you can stream it on Starz Apple TV Channel and rent or buy it from Amazon Video, Apple TV Store, Google Play Movies and YouTube. See the full, country-by-country breakdown on our where to watch Trippin' page.
If you liked it. Fans of Trippin' tend to enjoy Forrest Gump, Parasite, Life Is Beautiful and Fight Club.
Frequently asked
- Where can I watch Trippin' (1999)?
- In US, Trippin' is available to stream on Starz Apple TV Channel, and rent or buy from Amazon Video, Apple TV Store and Google Play Movies. Availability varies by country — check our where-to-watch page for every region.
- Is Trippin' worth watching?
- Trippin' holds an audience score of 5.8 out of 10, and is a strong pick if you enjoy comedy and romance. Reactions are mixed, so it may depend on taste.
- Who stars in Trippin'?
- Trippin' stars Deon Richmond, Donald Faison, Guy Torry, Maia Campbell and Anthony Anderson.
- When was Trippin' released?
- Trippin' was released in 1999, with a runtime of about 94 minutes.
