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Terrence J. superstars as Charlie, a playboy who's confident that partnerships are deceased. His two best friends, Donald Faison and Robert C. Riley, bet him that if he sticks to one woman for one month, he's bound to get attached. Charlie denies this until he crosses trails with all the mysterious and beautiful Eva, played by vocalist/actress Cassie. They may agree to a casual affair, but eventually Charlie is questioning whether he may actually want more.