Playboy has been a staple in the American culture since 1953. For nearly 60 years, Hugh Hefner's magazine and his desirable lifestyle has directly affected four generations of this country's men. From our grandfather's foot lockers right through to our computer and T.V. screens, Playboy continues to find a way to stay relevant — even if we don't need to buy printed titty mags these days. Throughout those years, Playboy has been one company that never really leaves the news, but in these last few weeks, its been making more headlines than usual. The Hef just got engaged to a women nearly four times his junior and on top of that, he's finally taking the company private again (for $207 million). In light of these events, we decided to rank the top 25 Playmates who at one time were crowned the Playmate of the Year (PMOY). Take the broads above for instance: they each won the PMOY in one of the last four years. Good for them.

 

It wasn't until 1960 that Hef got his act together and finally started picking a Playmate of the Year — those first six years he was probably too busy hammering so much hot ass that he couldn't even walk straight let alone care what chick was the best. So starting in 1960, I looked at each PMOY issue, in chronological order, and determined the 25 best broads. It was an exhausting exercise and it's really a shame that Playboy doesn't show tons of vag. I could have received a rich history lesson in the evolution of bush while I was doing this research. I mean, who doesn't love a nice full-follicle'd muff? Anyway, we wanted to make this fair so I only allowed myself to pick the five hottest chicks from each decade. You're welcome, 1960s. 

 

(Note: We are not taking into account any decline that their looks may have had in the intervening years. This was based solely on how hot they were at the time the mag hit news stands. And since we're showing covers, they're all SFW, except for one n*pple, on page 2, so beware.)

 

 

Donna Michelle — 1964

 

 

 

 

Jo Collins — 1965

 

 

 

Lisa Barker — 1967

 

 

 

Angela Dorian — 1968

 

 

 

Connie Kreski — 1969

 

 

 

If we picked a sixth: Ellen Stratton — 1960 (only fair, she started it all)

 

 

The 5 Hottest PMOY of the 1970s

 

 

Liv Lindeland — 1972

 

 

 

Cyndi Wood — 1974

 

 

 

Marilyn Lange — 1975

 

 

 

Patti McGuire — 1977

 

 

 

Monique St. Pierre — 1979

 

 

 

If we picked a sixth: Lillian Muller — 1976

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