Brad and Jennifer plan to dress like Raggedy Anne and Raggedy Andy on Halloween, but she shows up with Danny and is instead dressed like him. After Danny tries to ruin Tim’s “Catacombs of Terror”, Tim scares him with the help of Al and Wilson.
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Jill has planned a romantic surprise dinner for Tim, who is at Big Mike's with Al and the guys from K&B Construction. He phones home and she flirts with him, and he doesn't notice and comes home two hours late. Jill is upset and accuses him of not picking up all the signals she sends. Tim thinks that signals should be clear and dresses up as Fred the phone repairman so he can fix the problem. Brad is wondering whether Jennifer pounding him is a sign that she wants to kiss him.
Tim still lets Brad off the hook and goes to the planned truck rally after he pulls a prank at school, until he throws bricks at a greenhouse.
Jill and Karen think that Tim will look at a woman in a restaurant, after he checks out a woman on Tool Time. Randy has trouble playing football.
Tim pulls a groin muscle when trying to impress Jill by carrying a big trunk of books. Randy plays Peter Pan in the school play, but the school doesn't have the necessary machine for him to fly.
When Tim throws a party to celebrate putting in the hot rod's engine, Jill decides to hook her friend Karen up with one of the guys coming to the party and ends up ruining Tim's day with a barbeque. Meanwhile, the boys have problems with the McGurn brothers.
Brad and Jennifer plan to dress like Raggedy Anne and Raggedy Andy on Halloween, but she shows up with Danny and is instead dressed like him. After Danny tries to ruin Tim's "Catacombs of Terror", Tim scares him with the help of Al and Wilson.
Tim stays at Al's when Mark has the Chicken Pox, because Tim has never had it.
Maureen Binford, the new producer of Tool Time, tries to change everything and Tim doesn't know how to stand up to her when Al, Jill, and Wilson are all busy.
Jill finds Tim's unfinished wills and he must decide whether to fill them out or not. Mark fears that his father is going to die.
Dave has Tim tell Karen that they had lunch that day, even though they didn't. The boys have trouble with the McGurn brothers.
Tim has trouble running the house while Jill is busy. Maureen Binford wants to change the show again with a section called "Bachelor's Corner" featuring Al.
Brad and Randy start collecting money for charity, but they get in trouble from Jill for spending some of the money they raised. Maureen Binford makes more changes on Tool Time.
Tim complains about Jill having so many clothes in the closet, so he re-organizes it. Brad is embarassed when Tim hugs him at school.
Jennifer's fish dies when Brad watches it. Tim and Jill have a fight over who owns what.
Jill takes a compatibility test and learns that she and Tim are not compatible. Randy has trouble with his ventriloquist act for the talent show.
Tim gets Jill ballroom dancing lessons for her anniversary present.
Tim refuses to ask for directions on the way to Sheila's wedding. Jill is understandably aggravated.
A woodpecker is a pecking pain in the neck for Tim. Brad blames a poor grade on Jennifer who refuses to let him copy her paperwork anymore.
Hoping to boost Mark's confidence, Tim and Jill put him into a karate class. However, a boy starts bullying Mark, leading to a fight between Jill and the boy's mother!
Tim gets two front row seats to the Pistons game from Wilson, but Jill says he must take Mark to the ballet. Brad and Randy try a cigar while Tim is gone.
Jill's mother, Nana, comes to visit and Tim notices that Jill and Nana don't talk about their problems with each other.
Al invites Stacey Lewis, Tim's ex-girlfriend, over to the Taylors' house for dinner.
Tim helps the boys with Mothers' Day projects for Jill and Randy does an unsuccessful job on a birdhouse.
While Tim is busy trying to get his hot rod to work, Jill calls a repairman to fix various things around the house.
Tim puts a piece from a Chinook helicopter in his lawnmower for a race against Bob Vila. Brad and Randy get Mark to eat a tadpole so that he can play with them.