After a conversation with a concerned friend, Jonathan begins to fret that Tony might eventually drift away from him. To prevent that from happening, he sets up a special Valentine's Day dinner for Tony and Angela at a cozy restaurant, aiming to spark a romance. However, both Tony and Angela mistakenly believe that the mysterious benefactor, "Mr. Bower," is actually Michael, Angela's former husband, leading to a series of misunderstandings that complicate Jonathan's well-intentioned plan.
Show
Who's the Boss?
Episode
S02E17
Air Date
Feb 11, 1986
Season 2 Episodes
S02E01
It Happened One Summer (1)
S02E02
It Happened One Summer (2)
S02E03
Ad Man Micelli
S02E04
The Heiress
S02E05
Tony the Matchmaker
S02E06
Custody (1)
S02E07
Custody (2)
S02E08
Hunk of the Month
S02E09
Thanksgiving at Mrs. Rossini's
S02E10
The Prodigal Father-in-Law
S02E11
The Graduate
S02E12
Tony the Nanny
S02E13
Junior Executive
S02E14
Educating Tony
S02E15
Gotta Dance
S02E16
The Babysitter
S02E17
Jonathan Plays Cupid
S02E18
When Worlds Collide
S02E19
Losers and Other Strangers
S02E20
Tony for President
S02E21
Not with My Client, You Don't
S02E22
Angela's New Best Friend
S02E23
There's No Business Like Shoe Business
S02E24
The Unnatural
S02E25
The Anniversary Show
S02E26
Charmed Lives