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1953 12 Cover

The Most Valuable Playboy Covers

By Nicole Theodore

Every Playboy cover has its own distinction and personality, but there are only a handful of them that people are willing to pay big bucks for. And if you get your hands on a original copy that’s in mint condition, some could be worth a ton someday (hopefully a better investment than beanie babies or your coin collection). From our first cover girl Marilyn Monroe to 1980s sex icon Bo Derek, these are some of the most valued Playboy covers.