Paul's job as parental guardian becomes more of a full-time position when Cate is up for a promotion and has to spend more time at the hospital. After Paul introduces Rory to baseball card collecting, Rory trades the cards for something not exactly associated with the sport.

While Cate plans to raise the family spirits with a special Thanksgiving dinner, Rory takes it upon himself to be the man of the house by looking after Bridget and Kerry.

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.

When Paul is asked by race car driver Carter Tibbits (Jason Priestley, "Beverly Hills 90210") to write a book about him, Paul brings the family to Tibbits' mansion to meet the driving legend and his sarcastically dry-witted butler, Cody (Robert Guillaume, "Benson," "Sports Night") -- who used to be Carter's crew chief. But a misunderstanding leads Rory to steal a photo from Carter's room, and it's Paul who's under suspicion when a security camera catches him trying to return the item.

Paul is left home alone with the kids while Cate is at a seminar on the day of the big Michigan/Ohio State football game. But much to Paul's dismay, the game soon takes a backseat when Bridget is accused of shoplifting and Kerry gets upset over her latest cause.

Paul seems to be the only one looking forward to a family Halloween, as Bridget, Kerry and Rory make plans to spend the spooky evening away from home and with their friends. But Paul's wish to relive the past by having the family get together for one last Halloween campout in the old treehouse may turn out to be the biggest nightmare of the evening.

Paul tries to find perfect gifts for the family to make up for last year's Christmas fiasco. Kerry finds a stray dog during the holidays. Cate is overjoyed when she is asked to sing a solo at the church's midnight service, but fears that seeing her family there will make her nervous.

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.

While vacationing in Florida at Cate's parents' home, Paul and Cate catch Bridget and Kerry on the news partying with a group of Spring Breakers. But the news runs archival footage that features a young Cate letting loose in a bar. Meanwhile, a jealous Paul meets Cate's college boyfriend Byron and Rory befriends an elderly gentleman whose stories about World War II turn out to be more fiction than fact.

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.

After witnessing some strange behavior from Bridget and Kerry, Cate tries to find out what they are up to. Meanwhile, C.J. and Rory doubt Jim's ability to put an engine back together after he falls in love with a classic car.

Officially a full-time teacher, C.J. is overjoyed to finally get access to the teachers' lounge. But he soon finds himself being bullied out of the room by the school's overzealous Home Ec instructor. Rory wants to impress a girl, so Bridget and Kerry take it upon themselves to give him a full-fledged makeover.

Bridget defies the rules of the house after Paul forbids her from going out on a date with Ben, her college-age drum instructor. Meanwhile, Kerry is mad at Cate when her ex-boyfriend confesses that he thinks her mother is pretty.

For a health class assignment, Bridget and Kyle have to take care of a sack of flour as if it were a baby. Kerry and Rory bake cookies for the Great American Bake Sale to help put an end to childhood hunger in America.

After Cate encourages Bridget to participate in extracurricular activities to beef up her college resume, Bridget shocks the family by landing the lead in the high school production of the story of Anne Frank. Rory's obsession with a dummy named Skeevy becomes a little unnerving for the Hennessy clan.

The Hennessy household and Jim are thrown for a loop when Cate's wayward nephew C.J. stops by to pay his respects to Paul and generally keep them company.

In need of a tutor to boost her grades, Bridget hires Jeremy, hoping to make her chance of getting into a good college better. Meanwhile, Kyle treats Kerry to an very un-corporate Valentine's Day celebration. Rory gets pointers about the perfect gift for his new girlfriend Missy. Jim sends C.J. on an errand to get a special drug in Canada.

Cate banishes C.J. and grounds Bridget for going to C.J.'s college keg party. Jim has to take a written drivers exam after being pulled over with an expired license.

After seeing how much money Bridget spends on keeping up with the latest fashions, Paul tells her to go out and get a job to learn how to be fiscally responsible. But when she lands a job at a trendy mall clothing store that offers its workers a 40% discount, Paul and Cate begin to worry that she may not be learning the true value of a dollar.

Bridget takes drastic measures when an overprotective Paul keeps coming up with excuses to delay her from taking her driver's test. Meanwhile, after convincing a less-than-confident Kerry that she has the talent to enter an art competition, Paul is shocked and Kerry is devastated when her submission is rejected.

A sports-struck Paul lets Bridget do whatever she wants when she starts dating Travis, star basketball player and son of baseball legend Steve Smith. Meanwhile Kerry resents the fact that Paul still thinks of her as a little girl.

Bridget is ecstatic when the cheerleading squad has an opening for a new member. But after telling Kerry that she is not cut out to be a cheerleader, Bridget is completely dumbfounded when her sister tries out and is chosen for the team. Meanwhile, Paul tries in vain to wean Rory off video games and introduce him to the world of books.

In an effort to win back the love and respect that his daughters used to show him when they were young, Paul turns to a parenting book for some quick advice. But when Bridget and Kerry discover Paul's teaching tool, they try to use it to their advantage to get their father to let them go to a rock festival.

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.

When a proud Paul lets thirteen-year-old Rory go out on his first date, Bridget and Kerry accuse him of unfairly changing the rules because they were never allowed to date at that age. Kerry is shocked when Bridget receives a higher score then she did on a state aptitude test.