Taking Sides/A Friendly Little Game/Going by the Book - S1.E21

An older couple's problems affect the marriage of newlyweds. An elderly man who is riddled with debts, but is desperate to take his wife on a cruise to meet their grandchildren, decides to pay for the trip with a dodgy deck of cards and aims to take the crew for all the money they have. A young man who is very inexperienced with women relies on a self-help book on how to win them over. However, he and Doc Bricker butt heads by going after the same girl.