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(informal) A nickname for Hugh Hefner, American businessman and playboy quotations examples
In a desperate attempt to impress Laura, Bart begins bathing and sashaying about in a smoking jacket while sucking thoughtfully on a bubble pipe as part of his new pint-sized Hef persona.
2012 May 27, Nathan Rabin, “TV: Review: THE SIMPSONS (CLASSIC): “New Kid On The Block” (season 4, episode 8; originally aired 11/12/1992)”, in The Onion AV Club