Paul becomes quick friends with his new editor Nick when he discovers they both are married fathers of teenage girls. But Paul soon learns that they both have the reputation of being an overprotective psycho dad. Meanwhile, Paul wants to make Thanksgiving a family affair, and forbids Bridget and Kerry from inviting their boyfriends.

After a party at Tommy's house is broken up by the police, Paul chastises his friend and unwittingly volunteers to host the next one. But when the party gets out of control too, the kids think of him as a cool parent, while the neighborhood parents think he's just as unreliable as Tommy.

Bridget and Paul are surprised to find themselves in similar situations when they are both alienated in their social circles. But they devise a plan to settle the score, leading Paul to crash a poker game with Tommy to get closer to boss Nick, and Bridget trying to break up ex-boyfriend Kyle and her nemesis Jenna.

Cate sends Bridget and Kerry to their grandmother's house for a visit after the Hennessys decide against vacationing at the family cabin. But while on their road trip to grandma's, the girls are shocked to find Cate at their father's favorite saloon with a mysterious stranger. Meanwhile, Kerry makes Rory's life miserable when she discovers that he has a crush on her friend, Rachel.

Upon discovering Cate in the arms of Artie, Bridget and Kerry decide to blow off their planned trip to their grandmother's and take to the open road to sort out their feelings. Meanwhile, Rory continues to pine for Rachel Sharpe, who confesses her true feelings for him.