Who's the Boss? - Season 5 - Eps 15: First Date
Discouraged that Angela had to pay for an escort for a dinner event, Mona convinces Tony to ask her out on a date. The date hardly seems like a first for them, though, as they discover how much they know about each other. Things get ugly when Angela learns the reason behind the evening, and attacks an obnoxious comedian.
About Who's the Boss?

Title: Who's the Boss?
First Air Date: 1984-09-20
Last Air Date: 1992-04-25
Status: Ended
Rating: 7.422/10 (from 277 votes)
Language: EN
Seasons: 9
Total Episodes: 196
Network: ABC
Genres: Comedy
Production Companies: ELP Communications
Synopsis
A former professional baseball player, along with his preteen daughter, moves into New York advertising executive Angela Bower's house to be both a housekeeper and a father figure to her young son. Tony 's laid-back personality contrasts with Angela's type-A behavior.
Cast

Tony Danza
Tony Micelli

Judith Light
Angela Bower

Alyssa Milano
Samantha Micelli

Danny Pintauro
Jonathan Bower

Katherine Helmond
Mona Robinson