Alyssa Milano | Who's the Boss? | Season 1

"Pilot"

Widowed dad Tony Micelli and his street-smart young daughter Samantha decide to leave the mean streets of their poor neighborhood in Brooklyn for a chance at a better life in Connecticut. Tony happens upon a job offer as a live-in housekeeper for wealthy business woman Angela Bower and her young son by means of her flirtatious mother Mona. He puts his machismo aside and takes the job for the betterment of his daughter and a new "family" is formed.

"Briefless Encounter"

Tony has been doing a great job at cleaning, the house is looking much nicer now. However, now he has to do something he didn't want to do - clean Angela's bedroom and personal bathroom. Reluctantly, he agrees. The next day, Tony gets a date with a college professor who turns out to be Mona's psychology teacher. He decides to take a bath in Angela's private bathroom for the date - but little does he know, Angela got home early from work and decided to take a bath, also. Tony walks in just as Angela steps out and sees everything. Tony's date arrives (also Mona's professor) just as Tony and Angela are working things out. Mona decides to use what she learned in her psychology class on Tony and Angela but it doesn't work. Since she wants to get on with the date, Tony's date makes several rude comments to Angela, which causes Tony to dump her.

"Angela's First Fight"

During a trip to Tony's old neighbourhood to find runaway Samantha, Angela must stand up for Tony who is criticized for being a housekeeper. After proclaiming that fighting is no way to resolve a dispute, Angela ends up in a cat fight with the waitress in Tony's old hangout.

"Mona Gets Pinned"

Mona meets Jason, the man of her dreams, but she's old enough to be his mother! After much hiding the truth comes out and Angela, who previously stated that age had no part in love, is aghast. It's not until Jason's parents tell Angela that Mona isn't good enough for their son that she stands up for her mother and does an about-face of her opinion.

"A Rash Decision"

Angela is filming a commercial for a new client when Tony shows up, and ultimately ends up being the star of the soap commercial. Not long after, Tony develops a rash that he and Angela are convinced was caused by the soap.

"Dinner for Two"

Angela has a date with an old friend from Boston scheduled and Tony has a date scheduled in Brooklyn. When Angela's date backs out at the last minute, Tony stays behind to comfort Angela, but he really wants to be in Brooklyn.

"Sorority Sister"

Angela's sorority sister from college comes around and takes an interest in Tony.

"Truth in Dating"

Angela is mistaken for Rosie, her energetic secretary, by a man and later accepts a date with him. Elsewhere, Tony takes Angela's Jaguar to the market, where he picks up a woman who thinks the car is his. They both realize nothing good can come out of these relationships.

"Sports Buddies"

Angela meets a new guy who is a huge sports fan. It does not take long for him to spend more time talking sports with Tony than spending quality time with Angela.

"Requiem"

Tony has taken on an additional job, and Mona is convinced he is taking care of a girlfriend in New York. When the truth comes out, everyone is stunned to learn that Tony is still paying rent on an apartment in New York, that belonged to his recently deceased father.

"Samantha's Growing Up"

Samantha is growing up fast, and Tony is reluctant to admit it. Reality sets in when he has to purchase her first bra. When Samantha is upset over his purchase, Tony asks Angela for help shopping for Samantha.

"Paint Your Wagon"

Angela's Jaguar is in need of a paintjob and she decides on the color sandalwood. Tony decides to overstep his bounds and has it painted diablo red. Angela is furious, and reminds Tony he is just the maid, so Tony decides to act like a butler to Angela.

"Protecting the President"

Angela is throwing a company party at her home. When one of the vice-presidents starts to make rude comments about Angela, Tony stands up for Angela and throws the guy out of the house.

"Guess Who's Coming Forever?"

When Mona gets the boot from her apartment, Tony suggests she convert the loft over the garage. She takes Tony's suggestion without clearing it with Angela, who is anything but happy with the new living arrangements.

"Angela's Ex: Part 1"

The divorce papers are needing to be signed so Angela's ex-husband, Michael comes to town. Angela and Michael find themselves back in each other's arms, and Tony is given two weeks' notice by Michael since his services will no longer be needed.

"Angela's Ex: Part 2"

Angela and Michael are enjoying their reunion, but it is bittersweet. It does not take long for them to remember what drove the wedge between them in the first place... professional and personal differences. Meanwhile, Tony and Samantha are riding high at his new job.

"Eye on Angela"

After a long sleepless night, Tony and Angela end up waking up in the same bed. What is actually a few random innocent mix-ups leads a reporter (Betty White) to believe she has a hot juicy story.

"Double Date"

The school dance is coming up, and Samantha is excited about it. Tony has been asked to chaperone, and continually takes pictures of Samantha and her date. Samantha's worst fears are realized when Tony is seen kissing her teacher in front of the whole class.

"Tony's Father-in-Law"

Samantha's grandfather visits, and tells everyone that he is dying. The truth is that he will soon be going to prison. With everyone unaware of the truth, he gladly takes advantage of the sympathy.

"Just Like Tony"

Jonathan gets a (temporary) tattoo and comes home with a hubcap that just happens to be stolen from a police car. When Angela finds out Tony's stories instigated this behavior, she demands to be consulted on every decision in regards to her child. Tony makes the decision to handle this in his own way.

"Keeping Up with Marci"

Samantha wants to sign up for a high price ski club, and though Tony knows he can’t afford it, he tells her to sign up anyway. He attempts to save money by cleaning the chimney by himself and makes a terrible mess. He is forced to tell Sam she can’t go. Tony refuses to ask Angela for the money so he decides to sell one of his possessions so she can go.

"First Kiss"

Angela comes home from a rowdy birthday party, just as Tony returns home from a police-sponsored demonstration of the effects of alcohol on the mind. Both are in a woozy state, and they end up kissing.