Ally McBeal (1997)

Season 3: Episode 9

Ally befriends a homeless man and they hit it off, but just when Ally starts to think the man could be Mr. Right, she is stunned by what she finds about him. Meanwhile, Ling is arrested for running an escort service as a brothel. While defending Ling, John's past with a hooker comes to light and upsets Nelle. Billy, still on his pro-testosterone kick, hires six of Ling's escorts to follow him around and be his "assistants."