![]() Her appearance at those venues led to invitations to the Playboy Mansion and, at the age of 21, after more than a year of such visits, Madison asked permission from Hugh Hefner and was eventually allowed to move in at the mansion. To afford her college tuition, Madison competed to become a Hawaiian Tropic model and worked as a waitress at Hooters. Afterward, Madison moved to Los Angeles and attended Loyola Marymount University. She later attended Portland State University for two years, majoring in theater and psychology. When she was in middle school, her family returned to St. At age two, she moved with her family to Craig, Alaska, on Prince of Wales Island. Madison was born Holly Sue Cullen in Astoria, Oregon. She has released two books, Down the Rabbit Hole in 2015, about her life in the Playboy Mansion and her relationship with Hefner, and The Vegas Diaries: Romance, Rolling the Dice, and the Road to Reinvention in 2016. ![]() She also starred in her own reality series, Holly's World, which ran from 2009 to 2011. Holly Madison (born Holly Sue Cullen December 23, 1979) 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. ![]()
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