1. Marilyn Monroe

Marilyn Monroe is also part of the Playboy’s history as she was the Sweetheart of the Month in December 1953. This is now considered as the first Playmate award, so the actress is also called a symbol of Playboy.

marilyn monroe

2. Anna Nicole Smith

In 1992 Anna Nicole took the Miss May award and this is the beginning of her international career as an erotic model.

anna nicole smith

Playboy and Anna had real close and warm relations; therefore she was on the cover of the magazine more than 5 times. Despite her fuller figure, Anna was called a real playboy girl and her attitude provoked many that followed her.

3. Pamela Anderson

Pamela Anderson is the only woman on the planet that covered the cult magazine for 12 times. Since 1990, when she won the Playmate of the month, she is on the cover of Playboy as one of the most desirable women men would love to see naked.

pamela anderson

4. Jenny McCarthy

Miss October 1993 has made a real furor, as she won almost anything that Playboy can offer. The stunning beauty was called the favorite model of Hugh Heffner and surely was as famous as Pamela Anderson.

jenny mccarthy

5. Betty Page

In January 1955, Betty Page has won the Playmate for the month and ever since she is the real sex symbol of the 50s and the 60s.

betty page

6. Kelly Monaco

Kelly Monaco is one of those stars, whose career started on the cover of the Playboy. The actress became Playmate in April 1997 and ever since, she is considered as a sex symbol with more than 5 appearances in Playboy.

kelly monaco

7. Dorothy Stratten

Dorothy Stratten is miss August 1979 and1980’s Playmate of the Year. She was often compared with Marilyn, for both stars died, when they were on the top of their careers.

dorothy stratten

8. Jayne Mansfield

The iconic actress Jayne Mansfield is Playmate of February 1955 and she is the real sex symbol of the 50s and 60s.

jayne mansfield

9. Farrah Fawcett

One of the hottest women of all the time is also Miss Playmate. Farah posed in December 1978 and she has won Miss Playmate, when she was already famous.

farrah fawcett

10. Shannon Tweed

The woman that shared her life with the Kiss`s bassist Gene Simmons is also part of the hottest women on the cover of Playboy. She was miss November 1981 and Playmate of the Year for 1982.

shannon tweed


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