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Who's the Boss?
Who's the Boss?

First Date (S05E15)

S05E15

Feeling disheartened that Angela resorted to hiring an escort for a dinner function, Mona persuades Tony to take Angela out on an actual date. However, their outing feels less like a first date as they realize their deep familiarity with one another. The situation takes a turn for the worse when Angela uncovers the true motive behind the evening, leading her to confront a rude stand-up comedian in a fit of rage.

Show Who's the Boss?
Episode S05E15
Air Date Feb 21, 1989