It’s a battle of Halloween pranks. First Tim scares Al, then Brad and Randy scare Jill, then a strange man shows up at the door asking to see the basement. Jill, Tim and Wilson tell the boys that years ago a man named Clifford Warren was accused of killing his brother, but because of his mental problems he was put in an insane hospital. Little do the boys know that it’s a Halloween prank. They invite Al to help them pull a prank on their own, but Al and Wilson pull a prank on the Taylors.
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Jill finds Brad making out with his girlfriend in his room. When Jill asks Tim to have a man-to-man talk with Brad, Tim is a little reluctant to do it. Not because he doesn't feel Brad needs it, but because it's something he's never done before with a kid. Tool Time goes to sea in another on-location shoot, with Tim, Al and Heidi boarding the USS Constellation aircraft carrier as part of their salute to engines.
Tim and Jill both reminisce about their senior years.
When Bud gets divorced, Tim and Jill go to a couple’s therapy workshop.
Tim tells Randy to go for Lauren, who likes cars, but he finds out she is dating Jason, Brad's friend.
When Al is the producer of a video, he selects Tim to direct, until Tim gets too bossy. Jill gets a computer.
Jill buys a foreign sports car with money from an inheritance and forbids Tim to drive it.
It's a battle of Halloween pranks. First Tim scares Al, then Brad and Randy scare Jill, then a strange man shows up at the door asking to see the basement. Jill, Tim and Wilson tell the boys that years ago a man named Clifford Warren was accused of killing his brother, but because of his mental problems he was put in an insane hospital. Little do the boys know that it's a Halloween prank. They invite Al to help them pull a prank on their own, but Al and Wilson pull a prank on the Taylors.
Jill's wild sisters visit to plan their parents' 50th anniversary.
Heidi goes into labor at the Classic Car Man of the Year awards and Tim and Jill help deliver the baby, while receiving instructions from Wilson on the phone.
Benny isn't allowed on the guest list for the Thanksgiving dinner party at the Taylor house and Tim gets into the spirit of giving.
Brad gets a part-time job at a sporting goods store and work soon becomes his top priority.
Tim's brothers help move their mother out of the family home, but Tim takes an immediate dislike to the new owners' plans for the place.
Jill wonders if flirting with a possible boss will get her employed.
Everything goes well when Mark uses karate to save Randy from a bully, until the school newspaper gets hold of it. Wilson's cousins, the Beach Boys, come to visit.
Swedish buyers consider buying Tool Time for Europe.
Tim forgets where he hid Jill's Valentine's Day present. A singer talks about her relationship with Tim's father.
Wilson decides to act more like others after a newspaper critic gives his performance a bad review, saying that he's "out of touch with reality".
Before Al and Ilene's wedding, Al tells the guys a secret.
When the boys are using the phone too much, Tim has Dennis, Harry's son, install a second line.
Jill's worst fears come true when she predicts something bad will happen on the night Brad is first driving. He gets into a small accident but little do they know the accident is a lot more serious than he admits.
Tim ignores his separated shoulder to break a Bob Vila record on Tool Time with a steamroller.
Jill wants to spend quality time with the family, but the guys take her to the hardware expo.
Jill makes Tim act like an equal partner once she finds that Brad's girlfriend does whatever he tells her to. Tool Time does a 3D show.
To keep her father away because of the pressure she's under, Jill fakes an illness only to find out that he died shortly after she lied to him.
Lisa, the old Tool Time girl, returns and Tim gives her back her old job without consulting Heidi, the current Tool Time girl. Meanwhile Randy and Lauren take their relationship to a new level when they finally go on their first official date.