Biography: Holly Madison: birth name: Holly Cullen; born on December 23, 1979 in Oregan; height: 5 feet 5 (165 cm); Zodiac Sign: Capricorn.   Holly’s best known as Hugh Hefner, the Playboy mogul’s favorite girlfriend on the TV Reality series The Girls Next Door.

photo: PR Photos

Holly’s natural hair color is brunette; she dyes her hair blonde. Her measurements: 36D-23-36.  Natural boobs? No, Holly had a breast augmentation going from a cup A to a cup D!

Education? Yes! In 1999, Madison moved to Los Angeles to attend Loyola Marymount University. She competed to become a Hawaiian Tropic model and worked at Hooters.  This led to invitations to the Playboy Mansion, at a time when Hefner had seven other girlfriends. 

A year later, Madison moved into the Playboy mansion and became one of Hefner’s official girlfriends in August 2001.  In February 2002, all of Hefner’s girlfriends left except 2 of them, Madison became Hefner’s number 1 girl and moved into his bedroom at the mansion.  Hefner’s two other girlfriends, Bridget Marquardt and Kendra Wilkinson, they have their own bedrooms down the hallway. Who’s the lucky one??

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