
Liz and Bobby's adoption of a stray dog sparks a debate between the families on parenting styles. The O'Neils flashback to their strict disciplinarian ways with Bobby and Maddy, while Simon and Philip flashback on their gentle, nurturing approach with Liz. Bobby and Liz realize that they may have to compromise on some important decisions once they become parents.
Bobby and Liz break the news of their secret engagement to their families and each gets a less than warm response. In fact, Bobby's conversation with his folks ends with him moving into Liz's parents' guest house. Naturally, this doesn't thrill Philip and Simon, but at the risk of losing Liz completely, they agree to the situation temporarily until Bobby can work things out with his parents.
When Liz observes Bobby encouraging a friend to lie in order to break up, she questions his sincerity in their own relationship. In order to prove that he's changed and that he really loves her, she challenges him to find all the women he's dumped in the past and tell the truth about the break-ups. But Liz's plan may backfire when Bobby reconnects with the seemingly "perfect" girl.