Long before Leo DiCaprio was frolicking with 10/10 supermodels and way back before Dan Bilzerian popped his first bottle of champers, Hugh Hefner was living it up like only the man who invented the Playboy empire could.

Hugh Hefner turns 89 this year — a good age to look back at a fulfilling life of adventure and excess. Here are some of the moments he’s decided to share with the world (use your arrow keys to scroll through the slides):

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