Gale Olson 1968 Gale Olson appeared on the Playboy cover in 1968, wearing a black swimsuit in the shape of the Bunny logo.
Anna Nicole Smith 1992 Anna Nicole Smith became an instant sensation after her first cover appearance, which took place in 1992.
This super model had a historic 18-page pictorial inside.
Marilyn Monroe ranks at number four on our 9.
Here are the Top 10 Playmates Of All Time: 10.
Pamela Anderson ranks at number one on our Which is your favorite? For decades, men have browsed the pages of Playboy month after month just to see the out there.
Pamela Anderson 1989 -2015 Pamela Anderson rose to prominence after being selected as the February 1990 Playmate of the Month.