Cut | Jerry Seinfeld, Kim Kardashian, Plaboy, Sky Ferriera | September 29, 2017

Yesterday, it was announced that unfortunately Hugh Hefner, the founder of the Playboy empire passed away at aged 91. Cashing in on the societies sexual revolution of during the late 50s and early 60s, the hedonist-turned-multi millionare forged an empire of print journalism, night clubs, TV and movies.

The iconic bunny ears have been donned, parodied and lauded by famous figures since its inception – here are a few celebrities you may not have known posed for the mag…