Kimberley Conrad (13)

“I really think the key to being sexy is to think that way,” Kim Conrad told us when she first became a Playmate. Very true, but having one of the most exquisite faces Playboy has ever published doesn’t hurt, either. It didn’t take much thought to realize that Miss January 1988 was something special, and Playboy readers (smart bunch that they are) recognized this when they gave her Playmate of the Year honors in June 1989. Someone else gave her top honors, too – the following month, Kimberley and Hef tied the knot at the Playboy mansion.

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