She was one of Hef's three main girlfriends—including Bridget Marquardt and Holly Madison—who all starred on E! After Kendra and Hef split, the two remained close, even when the model moved on with Hank Baskett.
"I had planned to spend the rest of my life with Holly," he said, adding that he was "road kill" following their break-up.
"We tried to have a baby earlier this year and it didn't work out," he said.
"She became very depressed." Hefner didn't touch on his break-up with Wilkinson, who says she just wants her ex "to be happy.
That's all I care about." As of now, Bridget Marquardt, who survived the mansion's last love shake-up several years ago, is Hefner's only girlfriend who has not come forward with news of a split.
Despite her split, Wilkinson has already moved on to a more age-appropriate boyfriend, 26-year-old Philadelphia Eagles wide receiver Hank Baskett, while Madison is reportedly dating magician Criss Angel.
What this means for the future of "Girls Next Door," which also stars Marquardt, remains to be seen. reality show has not returned our calls for comment.
A Playboy rep, who has stayed mum since the break-ups, has not revealed whether the 35-year-old is still in a relationship with Hefner.
Marquardt is reportedly abroad at the moment, filming for her upcoming Travel Channel series, "Bridget's Beaches."These days, the mansion is filled with "random a-- hoes," Wilkinson says, causing her to lock her bedroom door to protect her things.
Hef, 82, is now dating 19-year-old twins Karissa and Kristina Shannon.
And showing that all parties have seemingly moved on, Hefner said he will even be a part of Hank and Kendra’s wedding.“I have given her my blessing and will be giving her away at a very special wedding ceremony at the Playboy Mansion this coming June,” Hefner’s statement continued.
There's a lot more than that."Kendra also took to Instagram to share a collection of photos from the memories together, including her wedding, introducing Hef to her son and spending time together at the mansion."Thank you Hef," she captioned the photos.