It's been two weeks since Jennifer kicked Jack out of the house, and Ryan only just notices. He's just rented an apartment for himself and Jennifer gives him his pillow, blue quilt, a fork, a knife, and his orange juice glass to take with him. Ross gives him his stuffed bunny, Mr. Floppy. He takes Mr. Floppy to his apartment, and he's so screwed up that Mr. Floppy starts to talk to him. Ryan and Tiffany learn to take advantage of being products of a broken home at school. Jack steals back his high school leather jacket from Jennifer while she is out on a date. She comes over to his apartment because she can't sleep with out him next to her, and they end up having sex.

Jennifer goes out with Gavin Drake, ""Picture Framer of the Stars,"" and falls for him because it's the best date she has had so far. Tiffany and Ryan learn that he is a married man at school lunch because he is the father of Chelsea, one of their friends. They tell Jack, and he gets excited because he'll get to crush Jennie by telling her, and it'll be the best thing that has happened to him all year. Mr. Floppy wants him to wait telling her so that he can get gossip about Shannon Doherty out of Gavin. Jack doesn't get to tell her because Gavin asks her to be his mistress. Jeannie seriously considers it, but breaks up with him because it would be too much for her conscience.

Jennifer is chaperoning Tiffany's spring dance. Tiffany is in charge of planning the dance, and has invested the funds into war-oriented stocks. Unfortunately, peace breaks out and her investments go bad. Jack has to return his new J. Bean wardrobe (that Mr. Floppy says makes him look like a gay-boy) in order to help fund the dance. Jennifer makes Jack help her with and take her to the dance. Ryan ends up with 10 dates because the girlfriends of the football team want to get even with the team for getting a stripper the week before. The theme of the dance is ""The O.J. Trial Under the Stars,"" and Barry wins Queen of the Prom.

After winning $200,000 playing Monopoly, Ryan thinks he might have a future as a business tycoon and starts to act and dress the part. After Amber's father is mauled by a dog, Jennie is chosen to be the speaker for ""Face the Future"" day at Ryan and Tiffany's high school. She guilts the kids into going, and tells Jack that he has to go as well. Unfortunately, it conflicts with his weekly basketball game. Jack leaves notes all over his apartment to remind himself to go, but ends up forgetting anyway.

When Tiffany gets a zit and Ryan sets the scale to ten pounds more than normal, Tiffany tries to develop a personality and Jennie starts jogging. Jennie becomes Vicky Vixen on the Internet, and Ryan finds that Vicki Vixen has the hots for him.

When the family earns 40,000 frequent flyer miles, Jack wants to go to Las Vegas and Jennie wants to go to Hawaii. Meanwhile, Tiffany gets in a fight with Patty, a cheap girl who Ryan is in love with.

When Ryan gets all D's and F's on his report card, Jennie says he can't have the car keys until he gets a B, so he makes a deal with Miss Taylor, his Civics teacher. Meanwhile, Jack tries to figure out why Ryan is so dumba nd Tiffany begins to suspect that the mailman is her father.

Tiffany thinks Jack doesn't trust her when he doesn't let Tiffany go in her room with Mike, her boyfriend.

When Ryan starts taking urine tests for football players, he gets a lettered jersey and the respect of a football player. Meanwhile, no one notices Tiffany, because of Ryan being on the football team, when she gets the highest SAT scores in the school and becomes a national merrit scholar.

When the family becomes obsessed with horoscopes, Ryan looks for a girl and Jennie tries to be nice.

Tiffany is disturbed when Danny, a boy, doesn't want to go to the Valentine's Dance with her. Ryan plans on taking Ms. O'Hara, his chemistry teacher, but she blows herself up. Mr. Floppy sends obscene mail to Pamela Anderson.

Jennie relives her high school days when Tiffany is cast as Juliet in Romeo and Juliet. Jack helps Ryan practice his one line for the play.

Tiffany isn't the smartest girl in the class anymore when she is put into a smarter class.

It's summer break Ryan has just finished his senior year. After Ryan gets fired from the used car lot, Jack threatens to kick him out of the house if he doesn't get a job. So Ryan goes to Cheeseburger Community College, but finds he must repeat his senior year. Jack tries to keep the family out of the basement and works the night shift so he doesn't have to deal with the kids.

On a ""ditch day"" at school, Tiffany competes with Sable for Moondoggie, a surfer. Jennie doesn't want to be home when the maide comes, so she asks sick Jack to take her to the beach.

When Tiffany starts taking fake prom pictures with nerds and leaving sexy messages on their answering machines for the money, it blows her Princeton scholarship.

After getting zapped by lightning, Ryan is convinced that he is a super hero named Lightning Boy.

The Mad Hair Hacker goes after Tiffany, Sable, and Amber, a friend of Tiffany's, to chop their long hair. Meanwhile, Jack and Jennie look forward to terrorizing the neighborhood kids and giving them candy cigarettes on Halloween.

When Sable starts playing a sport for her scholarship, Tiffany joins the volleyball team.

When Tiffany decides she wants to do something bad, she steals some lipstick and becomes a rebel.

After Tiffany nominates Ryan for school president, he makes rules that benefit himself. Jack and Jeane have to do Ryan's homework so that he can maintain a C average.

Jack can't stand it when Tiffany begins dating Johnny Stompanado, a biker. Jennie remembers her biker boyfriend.

Ryan, Tiffany, and their friends protest against the school's disgusting mashed potatoes. Meanwhile, Jack suffers from insomnia.

Tiffany gets a B- on her essay because she doesn't agree with Mr. Monteleone's, her teacher's, opinion. Ryan repeats everything Mr. Monteleone tells him for his reports and does great. Meanwhile, Jack and Mr. Floppy decide to make a movie with naked women.

Ryan gets a mail order bride.

Tiffany must work at an ice cream parlor.

Jack goes to a loan shark for the $18,000 for Tiffany to go to Harvard. But Tiffany turns down the Harvard scholarship and decides to go to Northridge Junior College with Ryan when she meets Professor Alfred, a professor there. She soon finds Professor Alfred is going to teach at Harvard and Mr. Monteleone is taking his spot.

Ross makes the family become vegetarians so he can win an environmentalist award with a $10,000 check. But Tiffany won't give in.

To join a sorority, Tiffany and Amber have to be slaves to Ryan. Ryan doesn't notice that his sorority is gay. Seeing Ryan and Tiffany enjoying college, Jack puts down that he is a college graduate on his resume and he becomes a doctor and an accountant.