laughing boy noun1 •(informal, old-fashioned) A form of address used for someone who is humorless or depressed. Often seen as condescending.Of course you know what this means for Tina and me, Sammy? Ah, cheer up son. Tina's not for you anyway! Some got it, Some don't. Me? I'm loaded. You? Ha! Nothin'. So long, laughing Boy! — 1955 formslaughing boys