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Madonna In October , after losing millions of readers to easily available Internet pornography, Playboy announced that it would be doing away with nudity in favor of partially clothed, raw intimacy. Still, though, the announcement has some mourning the loss of an iconic cultural cornerstone. Steve Martin wasn't the only male to grace the cover of Playboy. That July issue came with an accompanying video, in which Fawcett - also an artist - painted a canvas with her body. She appears on numerous covers, in several centerfolds, and even wrote the foreword to the coffee table book, "Playboy's Greatest Covers. This Madonna cover is just one of the most famous. In April , Bruno Mars appeared on a Playboy cover as well, albeit fully clothed.

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Braelyn. Age: 25.
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Comedian Chelsea Handler appeared on the cover of Playboy's Christmas issue; the bigger shock perhaps not being that she bared it all, but that she did so in a rather serious context.

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Rebekah. Age: 28.
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Vanna White Talks Racy Photoshoot in Past ‘Playboy’ Issue: “I Did Something I Shouldn’t Have Done”

It's probably one of the most memorable ones ever, though. Her father was Frank Sinatra, so she learned how to do things "her way. Those, of course, were the days before she was a wife, a mother, and a pioneer of eco-friendly soap.

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