A married couple struggling with debt could win cash if they participate in controversial tasks involving unsuspecting loved ones.

Dating couple Jason and Melanie from Cleveland, Ohio, are ready to get married and settle down, but first they want to hit the open road and travel across the country. Host and legal analyst Matthew J. O'Connor presents the couple with two scandalous and controversial tasks involving their unsuspecting friends and families for various cash prizes. The couple must then decide how far they are willing to go to make their dreams a reality.