Who's the Boss?: Walk on the Mild Side

Who's the Boss?: Walk on the Mild Side
ABC
March 17, 1987
Sitcom
DVD
B

John Donley's first of ten WtB stories and Clay Graham's first of twenty-three has Angela deciding to do all the wild things she wished she did when she was younger, an interesting follow-up to the previous episode, where she was feeling no longer young.  One of the things is to go out with the wildest boy in her high school, Jake "the Snake," whom she hasn't seen since she went off to Montague Academy.  Tony and Mona worry about her, so Tony goes to rescue her.  In the tag, he and Angela "make out" at Inspiration Point, their first sober kiss as adults.  And we learn that Angela is about 5'7".  (This is Light's height.  Danza is 5'9", although when she wears heels it's hard to tell.)

Note that Twink Caplan, who plays Joann, isn't in any of my other TV shows, but she is recognizable as Miss Geist from the movie Clueless (1995), while Lee Ving, who plays Snake, had the small but pivotal role of Mr. Boddy in the 1985 movie Clue.