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.
as Waymon
as Natalie
as Bobby
as Diedre
as Monroe
as Millicent
as Gary
as Jake
as David
as Drake
as Roland Halloran
as Darryl
as Hustler
as Olivia
as Married Man
as Cocktail Waitress
as Sheila
as Leroy Halloran
as Mr. Atwell
as Band at Lola's
as Donna
