Waymon has a great job in real estate and a promising future, but he's also trapped in a loveless longterm relationship. He meets Natalie, a beautiful club-hopping hipster, and quickly falls in love. Realizing he's just not cool enough to attract her on his own, he seeks the help of his friend Bobby, a free-spirited smooth talker who works in the mail room at Waymon's firm and utilizes the predicament as leverage to advance in the company.
Cast
Joseph C. Phillips
Waymon
Halle Berry
Natalie
Tommy Davidson
Bobby
Anne-Marie Johnson
Diedre
Samuel L. Jackson
Monroe
Kim Coles
Millicent
Sam Rockwell
Gary
Denis Leary
Jake
David Marshall Grant
David
Jon Cypher
Drake
James McDaniel
Roland Halloran
Joe Torry
Darryl
Isaiah Washington
Hustler
Novella Nelson
Olivia
Kevin Hooks
Married Man
Ellen Cleghorne
Cocktail Waitress
Annie Golden
Sheila
Paul Butler
Leroy Halloran
Ira Wheeler
Mr. Atwell
Jodeci
Band at Lola's
Susan Haskell
Donna
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