Caroline in the City - Season 4 Episode 19
Caroline and the Return of the Sudsy Guy (1)

Sparks fly between Caroline and Randy when he pays her a surprise visit in New York and they end up getting stuck together in a subway tunnel for two hours. Meanwhile, Richard gets his first real break as an artist when an eccentric gallery owner offers to exhibit his work -- but only if he can create another bleak painting in time for the next days show.