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She rapped to Ludacris' "Fantasy", in response to the question asked by the show's host, "Can Kendra move her mouth as fast as she moves her booty?" She went on to take second place, losing to Shar Jackson.
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Wilkinson also showed her creative side as a rapper on MTV's Celebrity Rap Superstar which debuted on August 30, 2007.
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They also had a cameo role in the 2006 film Scary Movie 4. In 2007, she appeared in Nickelback's music video of " Rockstar" along with Madison and Marquardt. In 2006, she appeared in the Playboy Special Edition Sexy 100. While on the set of the video, Eminem poured a bottle of water on her head, though the two later reconciled. She also appeared in Akon's music video " Smack That". Wilkinson has made several cameos on different programs such as Las Vegas and Entourage. The first season was about her living on her own and planning her wedding. She moved out of the Playboy Mansion in 2009 after meeting her future husband, Hank Baskett, and filmed her own spin-off reality show for E! called Kendra.
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She was featured on the E! reality television series The Girls Next Door, which followed the lives of Hefner's then-girlfriends: Wilkinson, Holly Madison, and Bridget Marquardt. I knew nothing about Playboy, I'd just graduated high school."
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I moved in and weeks went by and I didn't know that sex was involved. I was praying for anything to get me out of there.
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Shortly after they met, Hefner asked Wilkinson to be one of his girlfriends, and he moved her into the Playboy Mansion In a 2014 interview, Wilkinson explained, "I was like, 'Hell yeah, I'm here!' I was living in this small-ass apartment with this ugly-ass bitch. Hefner had seen a photo of her shot by Kim Riley on a fax machine at the Playboy Mansion and wanted to know who she was. Wilkinson met Hugh Hefner at his 78th birthday party in April 2004, where she appeared as one of the "painted girls" (women who are nude except for painted-on accessories). Wilkinson (left) alongside Hugh Hefner and Bridget Marquardt, 2006 Career 2004–2009: Playboy and The Girls Next Door When she left high school, she began working as a glamour model, and also briefly worked as an administrative assistant in a dentist's office. Wilkinson was raised in San Diego's Clairemont neighborhood, and played softball for six years with the Clairemont Bobby Sox. Her grandmother, Gloria Wilkinson, died in December 2004. They divorced on March 25, 1994, when Kendra was eight years old. Patti and Eric married on November 5, 1983. He received a degree in biochemistry from the University of California, San Diego, and went on to found several biotechnology companies before retiring at the age of 48. Her father, Eric, was raised in Bryn Mawr, Pennsylvania and Ocean City, New Jersey, before moving to San Diego at age 15. Her mother, Patti, was originally from Cherry Hill, New Jersey, and had been a cheerleader for the Philadelphia Eagles. 2.3 2012–present: Kendra on Top and divorceīorn in San Diego, California, Wilkinson is of English, Irish, and Ukrainian descent.2.1 2004–2009: Playboy and The Girls Next Door.