When this crazed mom showed interest after her body makeover, Hef responded with a big "NO". Not only that he added, "I don't think she's a celebrity." Ouch! http://www.gettyimages.com
Remember that Russian duo that sang "All The Things You Said" and that was the last we saw of them. Well they were really excited to turn 18 just to pose in Playboy. Unfortunately when that time rolled both American and German versions of the magazine showed no interest. (Photo by CTK/Getty Images)
Even though she was one of Hef's girlfriends on "Girls Next Door", she never quite made it to centerfold material. Even after some "test" photo shoots, she was still denied playmate. At least she got the money without posing nude? http://www.gettyimages.com
Luann De Lesepps
Luann De Lesepps, star of "Real Housewives of New York" got a little jealous after finding out a co-star was doing Playboy. She complained, "No on asked me!" After that Hef had no comment for the reality star... well that's awkward. It's generally a good idea to avoid disinterest in things that were never going to happen. http://www.gettyimages.com
Way back in 2006, Osbourne expressed interesting in posing for Playboy but said that she knows her breasts would needs some airbrushing. Hefner's response to that was, "I can't see it happening somehow, we don't airbrush to that extent." RUDE! http://www.gettyimages.com
Remember when Audrina's topless professional photos were "accidently" leaked? It turns out she had those taken when she was 19, then submitted them to Playboy. Of course, Playboy declined her photos. That's extra embarrassing! http://www.gettyimages.com
She wasn't exactly rejected, just put on a waiting list. Back in 2007, a rep for Playboy stated, “Hef has said that he is more than happy to feature Britney in the magazine once she can put herself back on the road to recovery." Wait - so posing for Playboy means you have your life on track?