Kendra Wilkinson

Wilkinson (left) alongside Hugh Hefner and Bridget Marquardt, 2006

Wilkinson met Hugh Hefner at his 78th birthday party in April 2004, where she appeared as one of the "painted girls"[9] (women who are nude except for painted-on accessories). 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. Shortly after they met, Hefner asked Wilkinson to be one of his girlfriends, and he moved her into the Playboy Mansion[10]

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. She moved out of the Playboy Mansion in 2009 after meeting her future husband, Hank Baskett,[11] and filmed her own spin-off reality show for E! called Kendra. The first season was about her living on her own and planning her wedding.[12]

Wilkinson has made several cameos on different programs such as Las Vegas and Entourage. She also appeared in Akon's music video "Smack That". While on the set of the video, Eminem poured a bottle of water on her head, though the two later reconciled.[13] In 2006, she appeared in the Playboy Special Edition Sexy 100. In 2007, she appeared in Nickelback's music video of "Rockstar" along with Madison and Marquardt. They also had a cameo role in the 2006 film Scary Movie 4.[14] Wilkinson also showed her creative side as a rapper on MTV's Celebrity Rap Superstar which debuted on August 30, 2007. 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?"[15] She went on to take second place, losing to Shar Jackson.

Wilkinson's stated career goal is to become a massage therapist or sports announcer.[16] In December 2005, she became a regular blogger columnist on the website of the Philadelphia Eagles,[17] a team for which her mother had been a professional cheerleader,[18] and for which her husband played professionally.[19]

Kendra Wilkinson (2007; age 22).

On August 13, 2008, the Wall Street Journal reported that Wilkinson was Olive Garden's "Biggest Celebrity Fan". Wilkinson has described Olive Garden's cuisine as "my soul food". The newspaper emphasized that her repeated enthusiastic public endorsements of the family restaurant were genuine, personal, and not tied to any payment from Olive Garden. In fact, the company was reported as viewing Wilkinson's endorsements with "mixed feelings", as well as something on which the restaurant was reluctant to comment, since it emphasizes a family-friendly nature.[20]

On September 22, 2008, the International Business Times reported that Wilkinson was engaged to then-Philadelphia Eagles wide receiver Hank Baskett.[21] Wilkinson initially denied this, but she later admitted she was in a relationship with him, on October 7, 2008, in an interview with Chelsea Handler on Chelsea Lately.[22][23] On November 6, 2008, E! Online announced Wilkinson and Baskett were engaged, after he had proposed the previous Saturday at the Space Needle in Seattle, Washington.[24][25]

Wilkinson married Baskett on June 27, 2009, at the Playboy Mansion.[26] Although it was initially announced that Hugh Hefner would give the bride away, Kendra's brother Colin walked her down the aisle. Wilkinson's family was in attendance, as well as former Girls Next Door stars Holly Madison and Bridget Marquardt.[27][28][29] On the wedding episode of Kendra, she said that she would be taking Baskett's last name. They lived in Calabasas, California.[30] On June 11, 2009, Wilkinson announced her first pregnancy.[31] The baby, a boy, was born in December 2009.[32][33] Wilkinson's friends hosted a baby shower on September 9, 2009. She told E! News that Hefner would be the child's godfather.[34] but later denied this.[35]

In an interview after the birth of their son, Wilkinson revealed she had suffered post-partum depression:

"After giving birth, I never brushed my hair, my teeth, or took a shower. I looked in the mirror one day and was really depressed."

After the birth she weighed 140 pounds (64 kg; 10 st), according to an E! interview. She attributed her depression to moving to Indianapolis, where her husband played so soon after the birth, and feeling isolated.[36]

Wilkinson starred in a spinoff of Girls Next Door, titled Kendra, which focused on her life after leaving the Playboy Mansion and getting engaged. The Girls Next Door executive producer Kevin Burns served in the same capacity on the series. Kendra was produced by Prometheus Entertainment, Fox TV Studios, and Alta Loma Entertainment.[37] Kendra premiered on June 7, 2009, and had record breaking numbers for E! with 2.6 million viewers, making it the highest-rated reality debut for the network since 2002's premiere of The Anna Nicole Show.[38] The show's 33rd and final episode, the third-season finale, debuted on January 9, 2011. The show was not renewed for a fourth season.

In 2007, Wilkinson appeared on an episode of WWE Raw with Bridget Marquardt.

On July 6, 2010, Wilkinson published a memoir, Sliding Into Home.[39][6] Her second book, Being Kendra: Cribs, Cocktails, and Getting My Sexy Back was published on October 20, 2011 by It Books.[40] Wilkinson was a contestant in the twelfth season of Dancing with the Stars, partnered with Louis Van Amstel. She was eliminated in the seventh week on May 3, 2011. Kendra launched her personal website KendraWilkinson.com in November 2011. The digital community offers space for Kendra to answer all her fans questions, and connect with each other while talking about family, friends and laughter.[41]

On March 17, 2010, Wilkinson's E! True Hollywood Story premiered on E!. During the hour-long episode, she discussed her rocky road to stardom. In May 2010, a video recording of Wilkinson having sex with a then-unidentified man surfaced. The recording was acquired by Vivid Entertainment, who planned to distribute the tape as Kendra Exposed. Wilkinson contested the release and threatened to sue should it be released.[42][43] RadarOnline reported that in 2008, Wilkinson herself set up a company Home Run Productions LLC, through which she made several attempts to sell sex tapes.[44][45] Sources have reported that Wilkinson was paid $680,000 for the film that was made by her high school boyfriend Justin Frye when she was 18.[46][47]

After parting ways with E! in 2011, Wilkinson and her family started a new reality show on WE tv, Kendra on Top. It premiered June 5, 2012.[48] The show ended in 2017.[49] The end of the show led to a four-year period where Wilkinson wasn't leading her own show. Since 2005, she had been starring in a reality show; First The Girls Next Door and subsequently Kendra.[50]

On February 26, 2013, Wilkinson appeared on an episode of Celebrity Wife Swap with Kate Gosselin. On April 20, 2013, she was involved in another automobile accident on a California freeway. Her injuries included having a minor hemorrhagic stroke.[51] On October 31, 2013, Wilkinson announced that she was pregnant with her second child.[52] She gave birth to a daughter in May 2014.[53]

In November 2014, Wilkinson was a contestant on the 14th series of the British reality television series I'm a Celebrity...Get Me Out of Here!, finishing in sixth place.[54]

On April 28, 2017, Kendra, Baskett and her mother were one of the families featured on the WE reality show Marriage Bootcamp: Family Edition.

On April 6, 2018, she filed for divorce from Hank Baskett, seeking restoration of her maiden name in the process.[55][56]

In 2020, Wilkinson began taking real estate classes and passed the California real estate exam in June 2020.[57][58]

On November 17, 2021, Discovery+ premiered her new reality series, Kendra Sells Hollywood, which covers her new career as a real estate agent in Los Angeles.[59] It was renewed for a second season on February 3, 2022.[60] The second season premiered on May 26, 2023 on Max.[61][62]