As Lisa asks Jimmy to stand in and give her away when her father refuses to attend her wedding, Dave sets out to persuade her not to marry Johnny Johnson. However, Dave's efforts are set back when Johnny asks him to be the best man. And though Lisa admits that marrying Johnny is irrational, she still refuses to reconsider. Meanwhile, as Matthew throws a bachelor party at work, Dave agrees to be the best man, if only to keep the honor from going to Max. Once everyone arrives at Jimmy's estate for the wedding, Dave does his best to move things along to where he can object to the union. But even Dave's pointing out that the groom is a homeless drunk fails to derail the marriage. However, when he and Lisa are pronounced man and wife, Johnny is arrested and taken to jail when the ring he gave her turns out to be stolen. Although Jimmy offers the best lawyers money can buy, Johnny chooses to accept his punishment. Admitting that Dave was right all along, Lisa wants the marriage annulled. But when Dave makes a humorous observation about the bright side of having a husband in prison, she changes her mind. Finally, still unable to set aside her feelings for Johnny, Lisa takes everyone to the jail to finish the wedding, even as Dave tries getting her to reconsider one last time.