First Playboy Issue- Value: $2,700
Naturally, the first-ever issue of world-famous Playboy featured Marilyn Monroe. Back then they called it “Sweetheart of the Month” before they used Playmate of the Month. From only 54,000 copies of that first issue to making Hugh Hefner a legendary icon. Anyway, this issue is valued at $2,700 if in mint condition. The shop paid $1,400 for the magazine.

First Playboy Issue- Value: $2,700
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