Gary must deal with the news that his ex-wife is engaged to another man all while trying to balance single fatherhood and a new relationship of his own.

Gary and Allison decide they need to make some new boundaries and distance themselves from each other after he undressing in front of her.

Gary realizes that if he can stop paying spousal support, he can buy Tom lots of toys. He sets about trying to encourage Dr. Krandall to set a date.

Gary makes a threat to show Allison's racy photographs he received from her on their first anniversary to everyone, when she refuses to give back his pool table he bought for her as a gift.

Gary is afraid that Vanessa and Allison's blooming friendship will mean doom for his relationship with Vanessa once Allison sets up a gloomy impression of him. Gary wishes all the former women in his life will make friendships elsewhere.

Gary and Allison have hit that point where their relationship moves ahead, by meet each others friends. But neither felt like they had made a great impression.

Gary ends up in Vanessa's doghouse after finally taking her on a real date, but brings her to a restaurant that he used to frequent with Allison.

Gary pretends he is still married while attending the vow-renewal of a friend, as a favor to Allison. But the plan backfires when Gary finds himself attracted to one of the guests.

It is the first Thanksgiving as a divorced couple, and Gary finds himself competing for dinner guests with Allison.

When Gary discovers that Allison is going to take the kids to their first concert, a not-so-friendly competition kicks off. Gary tries to out-do Allison by exposing the kids to other first experiences, such as Tommy's first shave and buying Louise her first bra.

Gary begins to feel threatened by Tom's relationship with Dr. Krandall, leading him to change the relationship he has with his son.

To prove that men are not only interested in only beautiful women, Gary dates Louise's favorite, but plain school teacher.

While his home is under repair, Gary moves back in with Allison.

Gary freaks out after learning that Dennis has made plans for his marriage to his younger sister, after they begin dating.

Gary reluctantly takes financial advice from Allison's brother, after receiving an notice from the IRS about an audit.

When Gary vetoes Louise from taking Chinese, Allison uses her veto to put a stop to Louise taking golf lessons.

When Allison breaks up with Krandall, she begins showing up at Gary's house, forcing Gary to find her someone new.

Gary's half-brother has returned from the war and needs a place to stay. The full house finds Gary spinning out of control as he finds himself playing parent to both his children and a sibling.

Gary sets out to repair Allison's garbage disposal but find themselves inside her bedroom fixing their lust for sex.