12/05/1999
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.
Deon Richmond
as Gregory Reed
Donald Faison
as June Nelson
Guy Torry
as Fish
Maia Campbell
as Cinny Hawkins
Anthony Anderson
as Z Boy
Aloma Wright
as Louise Reed
Natashia Williams
as Denia
Stoney Jackson
as Kenyatta
Countess Vaughn
as Annetta Jones
Shondrella Avery
as Amazon Woman
Renee Kelly
as Rita
Isley Nicole Melton
as Beautiful Babe
Naomi Campbell
as Naomi Shaffer
Claudia Jordan
as
Dartanyan Edmonds
as LaDomal
Sacha Kemp
as Vanessa
Erin Wiley Sands
as LaRonda
Sharqui Sanders
as Minnesota Woman
Crystal Scales
as Hysterical Girl
Tina King
as G's Secretary
Paubra Hawkins
as Laquelisalikka
Chariesse LaVelle
as Renee
Farrah Franklin
as Girl On Bed
Jheri Holbert
as Student
Chiara Fudge Atoyebi
as Student
Raina Lewis
as DJ's Prom Date
Aimee Palance
as Student
Nicole Warmsley
as Girl on Bus
Harold Sylvester
as Willie Reed
Cleavon McClendon
as Jamal Reed
Bill Henderson
as Gramps Reed
Michael Warren
as Shapic
Charles Walker
as Dale Collins (Ribs)
Davis Henry
as Philip Newhouse
Jonathan T. Floyd
as Snap
Arif S. Kinchen
as CD Buyer
Kamau Holloway
as Chambers
Clyde Jones
as Sleazy Brother
David Evans Brandt
as Law Speaker
Sal Rendino
as College Recruiter
Roy Joe Lee
as Army Speaker
Arvie Lowe, Jr.
as Male Student
Marc Abraham
as 'Mission Life' Speaker
Kelly Danielle Jones
as Backup Singer #1
Asuncion Niegas
as Backup Singer #2
Dennis Pfister
as Harvard Man
Steve Kmetko
as Talkshow host interviewing Cinny
Kurt Alexander
as DJ
Ed Ric Carter
as Lackey
Rugg Williams
as Rich Boy
Scott St. James
as President Of The United States
Andrew Aguilar
as Party Guest
Damon Beaver
as Student
John Eric Bentley
as MoreHoward Man
Brandon Paxton
as Bus Rider
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