12 Famous Hugh Hefner Hookups Ever
Sunday, Aug 23, 2020, 11:24 am
By:
Tony Williams
Hugh Hefner may be a 90-year-old man, but he's more sexually active than many… Read More (+)
#8 Hugh Hefner And Izabella St. James
Izabella St. James had a very productive life ahead of her, and then she met Hugh Hefner and it went down the toilet. The pair met in September 2000. Two years later, she finished law school and St. James became one of Hefner's girlfriends and began traveling with him on a regular basis. She eventually got bored with Hefner and ended the relationship in May 2004.

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