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Chicago Sights

Original Playboy Mansion

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  • Address
    • 1340 N State St
  • Transport
    • Red Line to Clark/Division

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Lonely Planet review for Original Playboy Mansion

The sexual revolution pretty much started in the basement ‘grotto’ of this 1899 mansion. Chicago magazine impresario Hugh Hefner bought it in 1959 and dubbed it the first Playboy Mansion, even hanging a brass plate over the door warning ‘If You Don’t Swing, Don’t Ring.’ Alas, Chicago became too square for Hef by the mid ’70s, so he packed up and built a new Playboy Mansion in LA, which is where he remains today, in his pajamas.

 

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