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Top 14: The Hottest & Sexiest Playboy Playmates Ever (2024)

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The original Playboy Hugh Hefner passed away last year and left us with many fond memories of gorgeous nude babes. In honor of his life’s work, we’ve compiled this top list of Playboy playmates! All containing some of the sexiest women on the planet.

The list spans a few decades and is bound to leave out many beauties, but that’s how it goes. If you want access to high-res photos and videos with Playboy girls and Playmates, you should check out the Playboy Plus website. Here’s to you, Hugh.

Katerina Bila

Did anything happen in 2024 that you should be aware of? A beautiful model, Katerina Bila, appeared on Playboy Germany, and the entire photo session was nothing short of a miracle. If you like vintage sports cars, hot women, and sensual lines, you’ve found yourself the greatest material to explore.

Which of the two would you pick, a vintage car with more mesmerizing lines than Japanese mountains or Katerina Bila, a human being of astounding proportions?

Brook Power

After becoming the Playboy playmate in 2017, the stunning brunette gained followers, fame, contracts, and possibly advertising inquiries.

Brook’s Instagram features lingerie shots, fashionable pictures, occasional masked nudes, pets, beaches, and all the cool things. Born in Hawaii and labeled as LA models, Power is a marvelous candidate and a cool female to feast your eyes on.

Tiffany Toth

Centerfold and adult model Tiffany Toth, or Tiffany Jae Toth, was born in the United States despite her Hungarian last name. She won us over the instant we saw her with her blonde hair, blue eyes, and a marvelous set of tits.

Toth was Playmate of the Month in September 2011 and continues to work in the industry.

Holly Madison

Now 38 and born in 1979, Holly Madison is a Playboy model, TV presenter, and best-selling author. At one point, she was Hugh Hefner’s number-one girlfriend. However, once she started posing nude, her immaculate body was the only thing that interested us.

This hottie has filmed at least a few nude Playboy Playmate videos, including our favorite, the one where she poses beside a pool and goes skinny dipping.

Lisa Welch

Lisa Welch was Playboy Playmate of the Month in September 1980 at 20. More often, a blonde, and in the picture above, a brunette, Lisa also had a short career in acting and fitness.

That was before settling down on a California winemaking ranch with her husband and giving him nine children.

Debra Peterson

June 1976 was the year Debra Peterson was Playboy’s Playmate of the Month. In keeping up with the times, she was all-natural with delicious 36D boobs and a tight body no man could resist.

Information about her is quite sparse, but she showed off all that we’re interested in for her Playboy photoshoot.

Kelly Marie Monaco

Actress, model, and reality TV star Kelly Marie Monaco was also the Playmate of the Month in April 1976 at 19. Yes, those tits are real.

Except for posing for Playboy Playmate nude, Kelly is famous for her role in the ABD soap opera General Hospital and as the winner of Dancing with the Stars. During her time with Playboy, Kelly was in numerous special editions.

Kym Malin

Dallas blonde Kym Malin started her path by winning the title “The Most Perfect Body in Texas” at a young age. Soon after, at the age of twenty, came her time in Playboy and another title, this time Playboy Playmate of the Month for May 1982.

After her work as a model, she had some minor roles in a few mainstream movies. However, she ultimately went back to school and worked a regular job in New York. Shame on her!

Janet Lupo

November 1975 was the month and year that Janet Paula Lupo officially became a Playmate. If you like big natural tits and a big bush, then Janet is the hottest Playboy Playmate in our opinion.

She also posed for April issues in 1984 and “worked” as a Playboy Bunny.

Roberta Vasquez

Roberta’s exotic last name and thick black hair create an impression of a strong woman. It’s interesting how everyone adored a hairy bush in the ’80s and ’90s. Then, with time, the hairs got shorter and shorter until you’ve had nothing left.

But pornstars didn’t stop there; in the 2020s, they began trimming their pussies. Is this the final step, or they’ll soon find something else to cut off?

Jenny McCarthy

The golden sunset-loving diva, Jenny McCarthy, is a blonde goddess with breasts that are impossible to copy. Even her hairy beaver doesn’t bother me that much. When you look like the hottest thing since the Sun, everything else pales away.

Not to say that any stunning chick might as well smell like vomit and sausage, but which guy would pass an opportunity to fuck a Playboy superstar?

Grace Kim

Here’s a relatively fresh face: Grace Kim. In November 2008, Kim was the Playmate of the Month, the first Korean American girl to do so.

Can you believe it? She worked as a copywriter for the Guitar Hero series of video games at Activision! That was before she attended a Playboy Mansion party and was invited to a photoshoot.

Kimberly Conrad

Blonde centerfold Kimberly Conrad was not only Playboy’s Playmate of the Month back in January of 1988 but also gave Hugh Hefner two children as his second wife.

As a stunning, busty blonde in her prime, she mesmerized legions of men! In addition, she returned almost three decades later to duplicate her old Playboy Playmate of the Year cover along with a few other girls.

Marilyn Monroe

Marilyn Monroe was the original Playmate of the Month in the very first Playboy issue in December of 1953 and helped launch the magazine. Monroe later became probably the most popular movie star of her time before her untimely death at the age of 36 in 1962 by drug overdose. That was one sad day.

Those were some of the best Playboy Playmates of the month that appeared in the magazine over the years. Of course, with so many girls available, everyone’s list will be different. So, leave a comment to tell us who you would pick. And if you’re interested in Playboy Playmate pictures and scenes, you can visit Playboy Plus.

George Best

A long-time porn critic and adult scene enthusiast, George has more than a decade of first-hand experience. With close to 500 movie reviews, he now shares his porn knowledge for best pornstars and trustworthy porn sites.

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