Playboy's rhymes with:
attaboys, busboys, cowboy's, cowboys, cowboys', homeboys, schoolboys, alloys, attaboys, busboys, convoys, cowboy's, cowboys, cowboys', homeboys, popejoy's, schoolboys, tolstoy's
Playboy's sounds like:
palafox, pavlovic, pavlovich, pelvic, pelvis, phelps, phelps's, philbeck, philip's, philippic, philippoussis, philipps, philips, philips', philips's, phillip's, phillipps, phillips, phillips', phillips's, pilevsky, plavsic, plavsic's, playback, playbook, playoffs, polivka, polyphase, polyps, pullback, pullbacks