Gary comes to terms with the news of his ex-wife's engagement, while trying to navigate fatherhood and a new love interest of his own.

When Gary and Allison realize they're acting the same as they did when they were married, it becomes clear that they need to establish new boundaries in their relationship.

When Gary thinks of all the toys he can buy once he stops paying spousal support, he tries to encourage Dr. Krandall to set a date.

When Allison refuses to return Gary's pool table since he gave it to her as a gift, Gary threatens to show everyone the racy photographs Allison gave to him on their first anniversary.

Gary tries to convince the two women in his life to stop being such good friends, fearing that Allison will taint Vanessa's impression of him.

When Allison throws a party to meet Krandell's closest friends, Gary decides it's time to meet Vanessa's friends as well, but both fear that they didn't make the best first impressions.