Alyssa Milano | Who's the Boss? | Season 5

 

"Sam's Car"

• Season: 5
• Episode: 1
• Directed by: Asaad Kelada
• Writter by: Bob Perlow & Gene Braunstein
• Premiere: October 18, 1988

Sam gets her license and Tony gives her own set of keys to his van. Meanwhile, Bonnie's father buys her a brand new car, which she wastes no time in wrecking. Tony then buys Sam a used car, but the car looks like a boat: huge, yellow and has red lights attached all around it. Sam is embarrassed by the car, as the other kids at school are teasing her about it but she is afraid to tell her father. The car gets stolen when Sam parks it far from the school. Angela finds out about how Sam really feels about her car and tells her to speak with Tony. She doesn't, and when a policeman (Garrett Morris) comes to the house claiming to have found the car, Sam must now explain to her father the real reason why the car was stolen.

"My Fair Tony"

• Season: 5
• Episode: 2
• Directed by: Asaad Kelada
• Writter by: David Lesser
• Premiere: October 25, 1988

Tony takes a speech class with a very tough instructor, who makes Tony realize that his normal way of speaking is wrong in many ways. After adopting proper diction, Tony soon begins to realize that the course has changed more than just his vocabulary.

"Nineteen Again"

• Season: 5
• Episode: 3
• Directed by: Asaad Kelada
• Writter by: John Donley & Clay Graham
• Premiere: November 1, 1988

Tony decides to join a fraternity, but when Angela gets drunk and mouths off to the dean, the fraternity loses their money.

"Yankee Doodle Micelli"

• Season: 5
• Episode: 4
• Directed by: Asaad Kelada
• Writter by: Karen Wengrod & Ken Cinnamon
• Premiere: November 22, 1988

Angela and the gang are cleaning out the attic. Angela accidentally throws out some old Yoo-Hoo bottle caps, thinking they were garbage. But to Tony, they are a cherised memento of his late grandfather. Tony explains that he really didn't like his grandfather at first when he came to help his dad soon after his mother had died, but when he taught Tony how to tap dance with those bottle caps, he began to have a better relationship with him. Tony also relates a few years later that because he had gotten into trouble with the police for stealing a street sign, his grandfather had to miss his U.S. citizen swearing-in ceremony and died before he could attend the next one. Now Tony wants to do something special for his grandfather, so he goes and sees a judge, asking him if he could posthumously swear in his grandfather, with Tony taking his place. The judge agrees, and Tony's grandfather finally becomes a U.S. citizen.

"A Jack Story"

• Season: 5
• Episode: 5
• Directed by: Asaad Kelada
• Writter by: Joe Fisch
• Premiere: November 29, 1988

Angela hires a new creative director for the Bower Agency, Jack (David Paymer). He and Angela start working very late each night to get some of their ideas off the ground. Tony begins to get jealous and suspects Jack of trying to take the agency away from Angela. They have a big presentation in the morning and have decided to work through the night in a hotel room at the Plaza hotel in order to get ready for it. Tony uses the pretense of delivering Angela's notebook to check up on them, and he finds a reassuring surprise.

"Double Dump"

• Season: 5
• Episode: 6
• Directed by: Asaad Kelada
• Writter by: Eric Gilliland
• Premiere: December 6, 1988

Sam is excited that her boyfriend, Jesse (Scott Bloom), will be returning home from his boat trip and will be stopping by to visit her. Mona is going on another date with Max. When Jesse finally sees Sam, he tells her that he met someone else during his trip and that he will be breaking up with Sam. At the same time, Mona is dumped by Max. Both ladies are hurt and angry and can't stop thinking about their men, but after a night out, they lean on each other for comfort and consolation.

"Life with Father"

• Season: 5
• Episode: 7
• Directed by: Asaad Kelada
• Writter by: Ken Cinnamon & Karen Wengrod & Danny Kallis
• Premiere: December 13, 1988

Bonnie wants Sam to join her for a weekend at a cabin in Vermont, but Tony forbids Sam to go when he learns there will be minimal adult supervision. Sam sneaks out and goes anyway. This episode is a clip show of previous episodes.

"A Spirited Christmas"

• Season: 5
• Episode: 8
• Directed by: Asaad Kelada
• Writter by: Dawn Aldredge & Marion C. Freeman
• Premiere: December 20, 1988

The wife of Mona's brother has died. But before she can go to heaven, she must make Mona reconcile with her brother, and Tony is picked out as the mediator.

"Teacher's Pet"

• Season: 5
• Episode: 9
• Directed by: Asaad Kelada
• Writter by: John Donley & Clay Graham
• Premiere: January 3, 1989

Mason teaches Tony's class and pays special attention to him.

"Mrs. Rossini's Uncle"

• Season: 5
• Episode: 10
• Directed by: Asaad Kelada
• Writter by: Lee Aronsohn
• Premiere: January 10, 1989

Mrs. Rossini's young uncle Al falls for Sam, but Tony doesn't approve.

"Your Grandmother's a Bimbo"

• Season: 5
• Episode: 11
• Directed by: Asaad Kelada
• Writter by: Bud Wiser
• Premiere: January 24, 1989

Angela's client publishes a senior citizens magazine. Mona steps into the ad meeting and suggests the editors update the magazine by using more hip and modern articles, as well as advertising that caters to their more mature demographics. Mona then poses for the revamped magazine's new cover in sexy lingerie. During the same time at the house when Mona is showing the proofs, Jonathan is trying to get elected school treasurer and during his campaign meeting, some of the students from his school see the photo. The next day, Jonathan comes home with a black eye because he was fighting with the other kids who were calling Mona a bimbo. He is so angry that he tells Mona that she has messed everything up for him and never wants to see her again.

"Ton-An Enterprises"

• Season: 5
• Episode: 12
• Directed by: Asaad Kelada
• Writter by: John Donley & Clay Graham
• Premiere: January 31, 1989

Angela and Tony go into business at a craft fair selling tie-dyed T-shirts. Differences of sales techniques soon have them splitting their merchandise and competing against each other.

"Cardinal Sin"

• Season: 5
• Episode: 13
• Directed by: Asaad Kelada
• Writter by: Gene Braunstein & Bob Perlow
• Premiere: February 7, 1989

Tony goes to an 'Old Timer'-meeting of the St. Louis Cardinals, accompanied by Angela. There Tony meets also his old friend Betty. But to prevent flirtation attempts, he introduces Angela as his wife. When things don't turn out as planned, Angela kicks Tony out of their room. After a long night, Angela kisses Tony after she finds out the truth.

"Winter Break"

• Season: 5
• Episode: 14
• Directed by: Asaad Kelada
• Writter by: Howard Jay Smith
• Premiere: February 14, 1989

Sam accompanies Tony on a ski trip. Tony spends most of his time with an attractive ski instructor, and Sam begins to feel ignored. Meanwhile, at home, Angela and Mona suffer from a bad case of the flu, leaving Jonathan to be man of the house.

"First Date"

• Season: 5
• Episode: 15
• Directed by: Asaad Kelada
• Writter by: Daniel Palladino
• Premiere: February 21, 1989

After Mona finds out that Angela hired an escort to take her to an awards ceremony, she convinces Tony to ask her out on a date to build up her confidence.

"Party Double"

• Season: 5
• Episode: 16
• Directed by: Asaad Kelada
• Writter by: Karen Wengrod & Ken Cinnamon & Danny Kallis & Joe Fisch
• Premiere: February 28, 1989

Tony and Mona crashes a party attended by Frank Sinatra.

"Boozin' Buddies"

• Season: 5
• Episode: 17
• Directed by: Asaad Kelada
• Writter by: Claylene Jones
• Premiere: March 7, 1989

When Sam comes home drunk, Tony tries to stop drinking to show her that you don't have to drink to have fun.

"Heather Can Wait"

• Season: 5
• Episode: 18
• Directed by: Asaad Kelada
• Writter by: Don Segall & Phil Margo
• Premiere: March 21, 1989

The neighbors' antics disenchant Tony and Angela.

"Living Dolls"

• Season: 5
• Episode: 19
• Directed by: John Sgueglia
• Writter by: Ross Brown
• Premiere: March 28, 1989

As a school project, Sam visits a modeling school run by Angela's friend. While there, she meets Charlie (Leah Remini), a friend of hers from the old neighborhood, who is living there. Charlie is unhappy with her life there, and is considering running away. This episode served as the basis for a short-lived spin-off series, Living Dolls.

"Men are People, Too"

• Season: 5
• Episode: 20
• Directed by: Asaad Kelada
• Writter by: Eric Gilliland
• Premiere: April 4, 1989

Angela hires a shy contractor to put a skylight in the kitchen. He takes an immediate liking to Mona, who agrees to go out with him. When he learns that he is not the only man in Mona's life, he abandons the skylight job. Tony accuses Mona of having no respect for men's feelings.

"Working Girls"

• Season: 5
• Episode: 21
• Directed by: Frank Bonner
• Writter by: Jake Weinberger & Mike Weinberger
• Premiere: April 11, 1989

Tony sets up a work partnership program with some of the other parents in the community. The kids at the high school get a week off of school and they get to go shadow and work with members of the community. Samantha chooses Tony, and Bonnie is paired with Angela. Bonnie is doing very well and even gets to incorporate an idea she had into the files at Angela's office, and Samantha is hating it. Samantha starts to get jealous of Bonnie spending so much time with Angela, so Samantha trades Bonnie jobs in exchange for use of her leather jacket. While Samantha is at the office, the day is much more hectic than the day that Bonnie had and Sam wants to switch jobs again. She finally confesses to Angela that she thought that she liked Bonnie better, but Angela tells her that she does like Bonnie, but she loves Sam. Samantha tells Angela that she loves her like a mother.

"Tony Does Golf"

• Season: 5
• Episode: 22
• Directed by: Asaad Kelada
• Writter by: Bob Perlow & Gene Braunstein
• Premiere: April 25, 1989

Tony has a new passion: golfing. Angela wins a country club membership for Tony, where he meets the owner of the biggest nationwide sporting goods store, who's currently giving away a big account. And of course, Angela's after this account, too.

"Ode to Angela"

• Season: 5
• Episode: 23
• Directed by: Asaad Kelada
• Writter by: Daniel Palladino
• Premiere: May 2, 1989

Angela's old college sweetheart comes back into town. It turns out that they were married in Las Vegas when they were in college. Brian went to Mexico to have it annulled, but it was not legalized. While Brian is in town to have Angela sign the new papers so he can marry his fiancée Rhoda, he falls back in love with her.

"In Sam We Trust"

• Season: 5
• Episode: 24
• Directed by: Asaad Kelada
• Writter by: David Lesser
• Premiere: May 9, 1989

Sam is struggling at school with chemistry, while her friend is having difficulty with French. Just before the exam, he gets desperate and talks Sam into giving him the answers. Tony punishes her for doing this, but things get worse when, to thank her for helping him, Sam's friend gives her a crib sheet to use on her chemistry test. She decides not to use it, but still gets caught with it.

"It's Somebody's Birthday"

• Season: 5
• Episode: 25
• Directed by: Asaad Kelada
• Writter by: Alan Mandel
• Premiere: May 15, 1989

It is Tony's birthday and his car is operating poorly, so he goes out and finds a Jeep that he really likes. Angela tries to help Tony get the car and gets them to knock $1,000 off the price, but he doesn't buy it, as he could not bring himself to spend that much money. Angela ends up buying Tony the car for his birthday, but Tony refuses to accept it. Angela tells Tony that the gift is as much for him as for her. She needs him to have a reliable car, and they decide to split the payments 50-50. When Tony tries to sell the old van, he can't bring himself to sell it because it has too many memories. However, a young man comes to the house that reminds Tony of himself, so he sells him the van for $300.