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Trippin'
“He's a legend. In his own mind.”
52%
Movie
1h 34m
AI Analysis
Trippin' (1999) — AI movie analysis
WatchMind AI generated this AI analysis of Trippin' (1999) — a movie tagged as Comedy and Romance with funny, heartwarming, and nostalgic moods and steady pacing.
Story & themes: 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… Our models also surface themes such as ai, friendship, and love from synopsis and genre signals.
Watch context: Best suited for date night and casual background watching. Expect steady storytelling (~94 min).
Community signal: TMDb members rate Trippin' 52% (17 votes) — mixed but watchable scores for this movie.
AI verdict
Use this AI analysis as a quick read on Trippin' before you watch — trailer, TMDb reviews, and licensed streaming links on this page help you decide.
Algorithmic AI analysis from genres, synopsis, pacing heuristics, and TMDb community scores — not a generative chatbot. How WatchMind works.
Insights
Audience & engagement
How WatchMind visitors interact with this title — views, saves, sentiment, and taste match when you're signed in, or a device preview while browsing. Aggregates are anonymous; last 30 days.
Early data — charts fill in as more people explore this title.
TMDb audience score
52%
from 17 TMDb votes
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Synopsis
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.
Quick facts
- Type
- Movie
- Status
- Released
- Release date
- 1999-05-12
- Runtime
- 1h 34m
- TMDB rating
- 5.2
- TMDB ID
- 53862
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Frequently asked questions
Where can I watch Trippin' (1999)?
Trippin' is available for discovery on WatchMind. You can find official links to rent, buy, or stream from licensed digital stores like Apple TV and Amazon in our "Where to Watch" section.
Is there an official trailer for Trippin'?
Yes, you can watch the official trailer for Trippin' directly on this page. We pull the latest video metadata from TMDb and play it via YouTube integration.
What is Trippin' 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 su... This is the official synopsis available via TMDb community metadata.
Is there an AI analysis for Trippin'?
Yes. WatchMind publishes an AI analysis on this page — tone, pacing, audience fit, and community scores from TMDb metadata and recommendation models (not a chatbot). Scroll to the AI Analysis section or read the meta description summary.
How long is the movie Trippin'?
The official runtime for Trippin' is approximately 94 minutes.
Cast & crew
Names and photos from The Movie Database (TMDb). Follow links on themoviedb.org for full filmographies.
Directors & writers
Cast

Deon Richmond
Gregory Reed

Donald Faison
June Nelson

Guy Torry
Fish

Maia Campbell
Cinny Hawkins

Anthony Anderson
Z Boy

Aloma Wright
Louise Reed

Natashia Williams
Denia

Stoney Jackson
Kenyatta

Countess Vaughn
Annetta Jones
- S
Shondrella Avery
Amazon Woman

Renee Kelly
Rita

Isley Nicole Melton
Beautiful Babe

Naomi Campbell
Naomi Shaffer

Claudia Jordan

Dartanyan Edmonds
LaDomal
- S
Sacha Kemp
Vanessa

Erin Wiley Sands
LaRonda
- S
Sharqui Sanders
Minnesota Woman
Audience notes
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Discussion0 notes
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Community reviews
Written by TMDb members — same catalogue as our movie & TV metadata. API terms
No written reviews are available for this title in TMDb yet. Check back later or open the title on themoviedb.org.
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