We’re exploring the story of Kimberley Conrad – Playmate of the Year 1989, Hugh Hefner’s second wife, and maybe one of the most overlooked women in the entire Playboy story. We’re getting into all of it: her January 1988 centerfold, being named the 30th Playmate of the Year in 1989, the wedding that surprised the nation, and raising two kids inside the “family environment” of the Playboy Mansion. Plus, the 1998 separation and the prenup, the house literally next door, the stories of her surveillance, and one of the very few times she broke her silence — to defend Hugh Hefner against the wife that came after her.
You can find the podcast, Characters, here on my channel or wherever you listen to podcasts. Find me on socials here: https://linktr.ee/literallylaurad
Time stamps:
0:38 Meeting Kimberley, road to Playboy
1:47 Marriage
3:41 Making the Playboy Mansion a home
5:03 Surveillance
6:22 Separation + pre-nup amendment
8:40 Public silence + rare quotes
10:54 Speaking out against Crystal Hefner
12:08 Life after separation
Watch…Women of Playboy/Girls Next Door Laura Diez hosts guest conversations and shares stories and pop culture history…on SloppBoxx.Com.















































shocked to hear he was married! the whole time Holly is asling, and asking for marriage to hef during the show GND, he was technically married to Kimberly still wow!
holly mentions it a lot on gnd
He was married a few times
I love these videos
I highly doubt it but maybe when her sons are older. I would love to hear her take on it. And definitely yes to Christie Hefner. 💕💜💕
Elite Model Management 🫠
She obviously isn’t speaking out bc of her children.
Oh, Hugh ALWAYS “had a wife”. They all looked the same
Huge Hefner is so unattractive and so are his kids….but that $$$$ huh? 😂
🤢
I think Kimberly had two sons with Hugh and was protective of her son’s father. I also believe that she knew/felt Crystal Camden/Hefner was just marrying Hugh Hefner for his money connections in fame. (Just my guess)
You mean Crystal Harris. Cristal Camden is his former girlfriend
Crystal Harris was in it for the money
Some of these women are Delusional about making The Playboy Mansion a “family environment.” How insanely laughable!! Lol!! 🤣😆🤣
Kimberly was strikingly beautiful.
Not just a basic blonde girl with big boobs that if you’ve seen one, you’ve seen them all.
However, in the Girls Next Door era, major, major, plastic surgery was not yet a thing. So each girl was still uniquely beautiful.
Now with heavy Botox, filler, and lip injections, women who model, really do all look alike. I blame social media and platforms like instagram.
Another great deep dive!
So glad I have subscribed!
Happy Birthday to Kimberley Conrad!
For Hef it was cheaper to keep her