Crystal Hefner
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Crystal Hefner is an American model who was the Playboy Playmate of the Month for December 2009, and the third wife of Playboy publisher Hugh Hefner from December 2012 until his death in September 201
Hefner in 2014
Holly Madison
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Holly Madison is an American television personality best known as a former girlfriend of Hugh Hefner and for her appearance in the reality television show The Girls Next Door. She also starred in her
Crystal Hefner
…dating Hugh Hefner, who was 60 years her senior. She joined the Shannon twins as one of Hefner's girlfriends after his previous "number one girlfriend", Holly Madison, had ended their seven-year relationship. On December 24, 2010, she became engaged to Hefner, to become his third wife. Harris broke off their engagement…
Madison in 2025
Madison with then-boyfriend Hugh Hefner in 2007
Madison in 2012