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2. Izabella St. James

As an actress and former girlfriend of Hefner, Izabella St. James is all too familiar with what life was really like in the mansion. She also wrote a book about her adventures entitled, In Bunny Tales: Behind Closed Doors at the Playboy Mansion. Just like Madison, James explained how life with Hef wasn’t always as happy and cheerful as outsiders thought it was.

During her time as his girlfriend, she and the other girls were paid an allowance of $1,000 every Friday for doing their chores. In order to get her allowance, she would have to pick up all the dog poo from the carpet before asking for her money. Hef would also use that time to bring up any issues he had and whether or not he was happy with their relationship.

Izabella St. James
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