Princess Diana's Most Naked Moments — From 'Playboy' To Nude On A Caribbean Beach

Princess Diana lived life to the fullest, from yachts to private beaches, and the stunning beauty never hid her most famous assets! She was caught many times flashing her royal rear, much the embarrassment of Buckingham Palace. From a nude romp in the water on a Caribbean vacation to a scandalous appearance in Playboy, RadarOnline.com has the history of the Princess' most shocking photos ever. Click through the gallery for all the scandalous details of Princess Diana's love of nudity!

"I'm free, I'm Free!" the Princess yelled in February 1993, just weeks after her shattering separation from Prince Charles. Diana flew to the tropical island of Nevis, slipped away from her bodyguards, and headed for some fun in the sun where she was caught in a nude romp on the beach.

"She was jumping into the surf and carrying on like a nut," said marine biologist Barry Betron, who snapped the pics of the au natural Di at the height of her popularity. "She was singing at the top of her lungs. It was a sight!"

"I have never seen her so exhilarated," British royal correspondent James Whitaker said at the time. "One of her pals told me: 'You are looking at one happy lady.'"

She may have been feeling cheeky that day, but a decade earlier, Princess Diana was heavily embarrassed after she appeared completely naked in Playboy magazine.

Only, it wasn't actually Hugh Hefner's Playboy magazine , but rather Playboy – The Parody. And it wasn't really Diana, but instead her head superimposed on another model's body.

"This shoddy, shocking hoax leaves nothing but a sour taste in the mouth," fumed royal confidant Earl Blancarthet. "Poor Princess Diana has shrunk back into the shell from which she was rapidly emerging because of this scandal."