Who's the Boss? (1984)

Season 1: Episode 11

Forced to confront the fact that Samantha is not a little girl any more, Tony buys her her first brassiere. When it turns out not to be the kind she wanted, Tony enlists Angela's help in buying Samantha new clothes. He is less than thrilled, however, when Samantha comes home looking a bit too grown up. (Note: This episode was originally titled ""Samantha's First Bra"" but was later changed due to censoring problems.)