Pictured second from the right with Hugh in 2005Reminiscing about her time in the Playboy Mansion, the TV personality told hosts Larry Emdur and Kylie Gillies that she had no regrets about appearing on the show.However, she also revealed she's not had any contact with her former boyfriend in a long time, and has even been restricted from talking to him on the phone.'He told me there was always an open door...

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According to People, the two lived together for nine years and Hefner has said “I only regret not marrying Barbi,” said Hefner, “because it finally led to our going separate ways."Kendra Wilkinson (2004-2008) While dating Holly, Hefner was also dating Kendra and Bridget who were all cast members on "Girl's Next Door." Kendra also detailed how she would often cheat on Hefner while they were together.

Kristina and Karissa Shannon 2008-2010) The twins moved into the mansion in 2008 and were also part of "The Girls Next Door." Hefner apparently kicked them out of the mansion for having younger boyfriends come over.

They had a wedding planned for June 2011, but five days before the nuptials, she broke off the engagement.

That same month, she was on the cover of Playboy to announce “Mrs.

The two married in 1949 and had two kids together: Christie, who was born in 1952, and David, born in 1955. He later said that hearing that his wife had strayed from their marriage was the most devastating moment of his life, according to reports.

In an attempt to make up for the infidelity, she allowed him to sleep with other women.Crystal Harris (2012 - 2017) Crystal Harris and Hugh Hefner got married on New Year's Eve in 2012. He was 86-years-old and she was 26-years-old at the time. To avoid personalized advertising based on your mobile app activity, you can install the DAA’s App Choices app here.You can find much more information about your privacy choices in our privacy policy.Now, one of his three original live-in Playmates, Bridget Marquardt, has opened up about life since the show.