5x1 - X-Happily Ever After

September 13, 1998

Ryan and Tiffany investigate about the dancing baby conspiracy in a parody of The X-Files.

5x2 - Feline Alright

September 20, 1998

Tiffany gets angry when she must run errands for A. Cyril Studebaker, her literatue teacher, to get an A.

5x3 - Basketball... Again?

September 27, 1998

After being fouled out in a game of basketball by a girl, Ryan decides to prove that men are better than women in basketball.

5x4 - A Movie Show

October 4, 1998

Tiffany is annoyed when Jerome, her sensitive boyfriend, won't stand up to rude people at a movie.

5x5 - Love Letters

October 11, 1998

Tiffany's love letters to Jacques, her European boyfriend, end up in Barbara's hands. Meanwhile, Mr. Floppy holds a phone vote to decide if he should stay with Drew Barrymore.

5x6 - I Know What You Did in the Closet

October 25, 1998

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.

5x7 - Ross' IQ

November 1, 1998

Ryan and Tiffany sign as Ross's parents for him to retake his IQ test, after he gets an average score of 100.

5x8 - The Fencing Show

November 8, 1998

Tiffany faces off against Barbara in a fencing competition so she can get a good job.

5x9 - Smart and Stupid

November 15, 1998

To get money for the cable bill, the family goes on the game show Smart and Stupid, but Tiffany tells Barbara she looked fat and stupid on TV.

5x10 - The Silver Rule

November 22, 1998

Elliot, the school newspaper editor, sues Tiffany for sexual harassment when she tries to get him a front page story. Ryan gets to take over the horoscopes in the school paper.

5x11 - Secrets

December 13, 1998

Ryan tells Tiffany he slept with Penny, a girl she hates, but Tiffany has trouble keeping it a secret.

5x12 - Royal Flush

January 10, 1999

Jack sells expensive toilets illegally so Ryan and Tiffany can buy a Porsche.

5x13 - Taffy's Boy

January 17, 1999

A rich, overwight girl named Taffy has a crush on Ryan, so he dates her for her money.

5x14 - Tiffany's Big Break

January 24, 1999

5x15 - I Never Dunked for My Father

February 7, 1999

Jack doesn't want to compete in a father-son basketball tournament with ross, so he has Ryan pretend to be Ross. Meanwhile, Tiffany and Barbara have Ross help them bake a cake for the homeless food drive, so that he will be distracted when Jack goes for the tournament.

5x16 - Sex & Violins

February 14, 1999

While Tiffany and Barbara write up their applications for college, Tiffany makes a lie about knowing how to play the violin, but finds out that she has to play even though she doesn't really know how.

5x17 - Tiffany Burger

February 21, 1999

Jimbo, a fast food millionaire with a burger joint, hires Ryan only to try and win Tiffany's heart by making a burger called the Tiffany Burger.

5x18 - The Perfect Guy

February 28, 1999

While dating a guy, Tiffany decides that he might be the one to lose her virginity to, but then Barbara gets in the way.

5x19 - Date to Win

May 2, 1999

Tiffany decides to help Ryan try and win over Barbara.

5x20 - The Artist and the Con Artist

May 9, 1999

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.

5x21 - Tiffany Tutors the Teachers

May 16, 1999

When finding out that all the teachers in her school didn't pass an exam for teaching, Tiffany is worried that all her years at Northridge Junior College will be worth nothing for Harvard. So she decides to teach her teachers so that they can pass the exam before it is too late.