Everyone is stunned when Tim impulsively sells his hot rod to a pizza magnate - especially Brad, who helped him build it, so Tim and Brad try and talk the millionaire into selling it back. Meanwhile, Randy is embarrassed that Jill still goes along with him when shopping for clothes.
After a Detroit magazine selects Al as the city's most eligible bachelor, women begin constantly flirting with him, causing him to lose sight of his priorities and making Ilene jealous. But the reasons for the flirting may not be what they seem.
Tim puts a dance floor in the basement for Randy's birthday party, but he over-waxes it, causing Randy's friend Michelle to sprain her ankle; Randy is embarrassed that Tim is now sending his friends to the hospital.
For a segment on Tool Time, Tim agrees to fix the furnace is Benny's aunt's basement, but disaster strikes when Benny fails to tell him that there are TWO gas leaks in the house. Benny soon wears out his welcome as Tim's house guest, as everyone struggles to repair the aunt's home while she is out of town.
When Tim accidentally exposes himself to his equally naked sister-in-law Nancy, who's using his and Jill's shower, he suggests they keep quiet about the incident. However, Nancy breaks the silence and a more uncomfortable one descends.
Tim & Jill are to double date with Al & Ilene at a play, but first Tim and Al have to sell tickets to a hockey game. Tim & Al get caught scalping the tickets. Wilson watches the boys while Tim and Jill are out.
Jill's sister Carrie, a globetrotting photographer, comes to visit, and their different paths in life create conflict. Meanwhile, Tim can't seem to stop arguing with his brother Marty, and the strife even spills over to create friction between Al and his brother Cal.
Tim and the boys visit the hardware store where Harry and Al are working. The boys want a pocket knife, and after they leave, the knife is just gone. Al talks to Tim about the boys taking it. Tim & Jill find the knife in Mark's drawer.
Brad has a pimple before a big date. Jill sets Wilson up on a blind date with one of her professors, Judith. They seem compatible, but Wilson seems happy to keep the relationship on an intellectual level only.
Tim tries to throw a surprise 39th birthday party for Jill, but she suddenly decides to go to Ohio to reacquire her childhood piano. When she finds that it's been converted into a fish tank, Tim decides to get it back and restore it as a gift.
Jill gets a good grade on a psychology paper and starts to give advice to the father of Randy's girlfriend. It causes the parents to start arguing. When talking it over with Wilson and Judith, they start to disagree.
Bud talks Tim into buying his Piston's season tickets, which cost $4000. When he gets home and talks with his sons about his purchase they're excited at first; until they find out he didn't discuss it with Jill, his wife. Even his kids know that isn't going to work. When Jill gets home and finds out about what Tim spent on the tickets things get a little hot around the Taylor house hold. While the Taylors try to work out an agreement on the tickets; the guys down at the hardware store discuss how women get the upper hand in arguments with what's called "The Look".
Tim is awarded an honorary doctorate by his old college, bewildering Jill as she works for her own master's degree. However, Tim begins to wonder whether his school's reasons have little to do with respect for his show.
Tim's former tool shop teacher is visiting and meets Tim's mother. The mother and teacher start seeing each other and Tim is not happy about this. He is hesitant to talk to his mother on an emotional level.
Tim & Al attend a winter festival for Binford. At the airport, everything is shut down due to snow. The boys decorate for the holiday judging contest. Al's mother wants to join Al & Ilene for New Years; Ilene gives Al an ultimatum.