Mary O'Connor's Life Inside the Playboy Mansion

For four decades, Hugh Hefner's longtime secretary was a constant source of companionship for the Playboy founder and his bunnies


Despite being surrounded by a bevy of Playmates, O'Connor never failed to make her presence known, donning a tropical-themed shawl and feather-adorned hat at the 2008 Kentucky Derby. "She was our 'den mom' and angel in the house," frequent pinup Jenny McCarthy Tweeted. "She will be missed."