I wouldn't say that my father is a simple man, but he is a man of few obvious interests. That makes him difficult to buy gifts for. His relative dearth of expressed interests applies to films as much as to anything else. Two of the only films I know he likes are the Kurt Russell comedies Overboard and Captain Ron.
The former tells the story of a carpenter (Russell). He's a scheming, drinking sleazy kind of lout. He is hired to do some work on board a yacht by socialite Joanna Stayton (Goldie Hawn). An accident occurs on board, and Stayton is thrown overboard. Due to the trauma, she experiences amnesia. The carpenter convinces her that they are married, and hilarity ensues.
The latter film uses Russell's comedic skills similarly. He plays the titular character, who is hired to sail a yach inherited by straitlaced yuppie Martin Harvey (Martin Short). Captain Ron is a gritty, hardbitten type. In spite of his self-confidence and worldliness, he is quite incompetent, and leads Harvey's family through a series of comical misadventures.