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
Waymon
Halle Berry
Natalie
Tommy Davidson
Bobby
Anne-Marie Johnson
Diedre
Samuel L. Jackson
Monroe
Kim Coles
Millicent
Sam Rockwell
Gary
Denis Leary
Jake
