Episode 59 of "Ally McBeal"
s03e13 Pursuit Of Loneliness

Ally is pursued by Hammond, the server at her usual coffee shop, but is turned off by his forwardness. When pressed, she admits that a coffee server is not necessarily that attractive to her. She also learns he owns a chain of coffee joints. Still not impressed, Ally continues to snub Hammond, only to walk into an appeals court and find he is also a presiding judge in her case. When Ally is rude to him in court, Hammond throws her in jail for contempt. When she gets out of jail the two of them get together and kiss. Meanwhile, John begins to worry that Nelle is a snob and Billy finally kisses his assistant Sandy.