Waymon (Joseph C. Phillips) has a great job in real estate and a promising future, but he's also trapped in a loveless longterm relationship. He meets Natalie (Halle Berry), 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 (Tommy Davidson), 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.
real estate broker, mailroom clerk, beautiful woman, love interest, friend, club promoter, amusing, lighthearted, cool, playful, new york city, nightclub, real estate firm, romantic dilemma, nightlife, career vs. love, relationships, love, discovery, sacrifice, pursuit, 1990s
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