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.

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

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

After taking Jack's advice, Ryan becomes engaged to Crystal, a thirty year old woman with two kids.

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

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.

At the start of the school year, Sable, a girl who is as smart and beautiful as Tiffany, comes to Priddy High and Tiffany and her become rivals after exhcanging secrets.

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

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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.

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

When Ross nails shut the front door in order for everyone except Jeannie to watch his five hour story, Jack, Tiffany, and Ryan think about (in order of names before) Floppy and Women and Beer, Clothes Clothes Clothes, and 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.

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.

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

After Tiffany remembers Ryan locking her in a closet ten years before, Tiffany makes phone calls to Ryan telling him to beware of the closet monster. Ryan finds Jack, Barbara, and Ross dead and suspects Tiffany.

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 Tiffany breaks up a couple by asking the guy for the time, she begins to think he is her boyfriend, without meeting him. Ryan starts getting sympathy from girls who have been dumped.

Tiffany has to paint a picture for art class, but gets them mixed up with Ryan's and starts to be a success, but feels bad about using his work for success.

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.

Jack leaves Jennie's room for the basement because she won't let him have his ways, but he finds a giant rat in the basement and makes the kids get rid of it.

Tiffany decides to help Ryan try and win over Barbara.

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.