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.
Joseph C. Phillips
Halle Berry
Tommy Davidson
Anne-Marie Johnson
Samuel L. Jackson
Kim Coles
Sam Rockwell
Denis Leary
David Marshall Grant
Jon Cypher
James McDaniel
Joe Torry
Isaiah Washington
Novella Nelson
Kevin Hooks
Ellen Cleghorne
Annie Golden
Paul Butler
Ira Wheeler
Jodeci