Terrence J. celebrities as Charlie, a playboy who's convinced that relationships are all dead. Both best friends, Donald Faison and Robert C. Riley, bet him if he sticks to a single woman for one month, then he's bound to get attached. Charlie simplifies this till he crosses paths with the beautiful and mysterious Eva, played with singer/actress Cassie. They may consent to an informal affair, but Charlie is questioning whether he could desire more.