Top 10 Hottest Playboy Playmates of All Time | Sexiest Playboy Nude Models with Bra Size

Top 10 Hottest Playboy Playmates of All Time | Sexiest Playboy Nude Models
Top 10 Hottest Playboy Playmates of All Time | Sexiest Playboy Nude Models 2023 with Bra Size
List of the sexiest women ever chosen as Playboy's Playmate of the Month. (This list only applies to Playmates, not simply women who have appeared in Playboy. That means no celebrities who have done nude shoots, random girls from pictorials or Playboy Cyber Girls from the website, fellas.) These beautiful women have made the best Playboy covers, while some ladies even dated Hugh Hefner himself.
Top 10 Hottest Playboy Playmates of All Time | Sexiest Playboy Nude Models
Top 10 Hottest Playboy Playmates of All Time | Sexiest Playboy Nude Models

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Read Also: 2020 Playboy's Playmates of the Year

Each month, Playboy Magazine selects a gorgeous women as that month's Playmate and centerfold. Once a year, the best Playmate is selected from the previous twelve months and awarded the coveted Playmate of the Year title. Many of these Playmates have gone on to successful careers as models, actresses, and celebrities, including the late Anna Nicole Smith, Pamela Anderson, Shannon Tweed, Jenny McCarthy and, most recently, Sara Jean Underwood. You might recognize some of these names from their time as Playboy bunnies.
Top 10 Hottest Playboy Playmates of All Time | Sexiest Playboy Nude Models
Top 10 Hottest Playboy Playmates of All Time | Sexiest Playboy Nude Models
Read More: Top 10 Youngest Playmates of 2022 | Busty Playboy Bunnies Models

Votes on the list and rankings on re-ranks should be based on the beauty of the Playmates at the time they were featured in Playboy Magazine, not present day. Obviously, a Playmate from last year may be more attractive today than a Playmate from the '70s, but this is a comparison that makes little sense. We're looking for the most beautiful Playmate at her peak hotness.

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Table of Content

10- Claire Sinclair
9- Victoria Silvstedt
8- Brande Roderick
7- Connie Kreski
6- Shannon Stewart
5- Kelly Monaco
4- Tiffany Taylor
3- Jaime Faith Edmondson
2- Tiffany Toth
1- Regina Deutinger

10. Claire Sinclair

Top 10 Hottest Playboy Playmates of All Time | Sexiest Playboy Nude Models
Claire Sinclair Bra size: 36D
Birth Name: Claire Sinclair
Age: 27, born 25 May 1991
Born and residing in:  United States
Height: 5' 8"

Playboy Playmate of the Month for October 2010. She was also. 2011 Playmate of the Year. Born in LA. She started modeling at age fourteen and has worked for such companies as Angel Jeans, Scarlet Lingerie, and Smooch Jeans. Sinclair first posed for noted erotic artist Olivia de Berardinis at age eighteen.

Olivia in turn introduced Claire to Playboy magazine founder and publisher Hugh Hefner. Claire was the Playboy Playmate of the Month for October 2010. Her centerfold was photographed by Stephen Wayda. She later was selected as the 2011 Playmate of the Year. Claire appeared on an episode of the reality TV series The Girls Next Door. Her sister Angela Marie is also a Playboy model.

9. Victoria Silvstedt

Top 10 Hottest Playboy Playmates of All Time | Sexiest Playboy Nude Models
Victoria Silvstedt Bra Size: 36D
Birth Name: Karen Victoria Silvstedt
Age: 44, born 19 September 1974
Country of origin:  Sweden
Height: 5' 10"
Relationship Status: Single

Born and raised in the small town of Skelleftea in Northern Sweden, Victoria Silvstedt trained as a child to become a competitive skier. While still a teenager, she entered a different kind of competition, winning runner-up honors in the 1993 Miss Sweden competition and going on to represent Sweden in the Miss World contest. Soon afterwards, she met a modeling agent, who brought Silvstedt to Paris, where she began her modeling career.

It was in 1996, however, that Silvstedt first attracted worldwide attention as Playboy magazine's Miss December, eventually winning the Playmate of the Year title. Since then she has appeared in numerous Playboy videos and had been featured as the Guess girl in ads for the clothing company worldwide. As a recording artist signed to the EMI label, she has already earned two gold records for singles in Europe.

8. Brande Roderick

Top 10 Hottest Playboy Playmates of All Time | Sexiest Playboy Nude Models
Brande Roderick Bra Size: 35C
Birth Name: Brande Nicole Roderick
Age: 44, born 13 June 1974
Country of origin:  United States
Height: 5' 7"
Relationship Status: Married
Partner: Glenn Cadrez

In 2000, Roderick starred as "Leigh Dyer" in Baywatch. In April 2000, she appeared in Playboy magazine as Playmate of the Month. In 2001, Roderick became the Playmate of the Year. In 2003, she starred in the Bollywood movie Out of Control, as the American wife of an Indian man who, on a visit to India, gets pressured by his family into marrying an Indian girl.

7. Connie Kreski

Top 10 Hottest Playboy Playmates of All Time | Sexiest Playboy Nude Models
Connie Kreski Bra Size: 34C
Birth Name: Constance Kornacki
Born: 19 September 1946 Died: 21 March 1995
Country of origin:  United States
Height: 5' 5"

Playboy magazine's Playmate of the Month for January 1968 and Playmate of the Year for 1969.

6. Shannon Stewart

Top 10 Hottest Playboy Playmates of All Time | Sexiest Playboy Nude Models
Shannon Stewart Bra Size: 34D
Birth Name: Shannon N. Stewart
Age: 40, born 25 May 1978
Born and residing in:  United States
Height: 5' 6"

American model and actress. She is the June 2000 Playboy Playmate of the Month. Born May 25, 1978, in Baton Rouge, Louisiana. She has also appeared in several Playboy videos.

5. Kelly Monaco

Top 10 Hottest Playboy Playmates of All Time | Sexiest Playboy Nude Models
Kelly Monaco Bra Size: 34D
Birth Name: Kelly Marie Monaco
Age: 42, born 23 May 1976
Born and residing in:  United States
Height: 5' 3"
Relationship Status: In a relationship
Partner: Billy Miller

Birthplace: Philadelphia, Pennsylvania, USA.

In April 1997, Monaco became the Playboy Playmate of the Month. Throughout her tenure with Playboy in the 1990s, Monaco was also featured in many Playboy Special Edition publications.

Monaco made numerous cover appearances in other magazines such as FHM and Maxim. Along with her Maxim feature in 2005, the magazine also awarded her 13th place on their annual Hot 100 List in May 2006.

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4. Tiffany Taylor

Top 10 Hottest Playboy Playmates of All Time | Sexiest Playboy Nude Models
Tiffany Taylor Bra Size: 34C
Birth Name: Tiffany Taylor
Age: 41, born 17 July 1977
Born and residing in:  United States
Height: 5' 7"

Tiffany Taylor was Playboy's Miss November 1998.

Born in Leesburg, Virginia, USA. Taylor attended Loudoun Country Day School from pre-school to 7th grade. At 10 years old, her parents divorced and her father was granted custody. Her father remarried when she was 13 and she moved with her father and new step-mother to Silver Spring, Maryland. There, she attended the Connelly School of the Holy Child in Potomac, Maryland. Miss Taylor worked as a server at "Hooters" while she embarked on a modeling career.

Taylor was 19 when she was discovered at a Hawaiian Tropic beauty pageant by Playboy photographer David Mecey. She posed in a plethora of Playboy's Newsstand Specials before being selected as Playmate of the Month in November 1998. She was also runner-up as 45th Anniversary Playmate, passed over for Jaime Bergman.

In an appearence on Howard Stern she admitted that she had breast implants.

In July 2002, Taylor graduated from the University of Maryland, College Park with a degree in criminology and criminal justice.

She loves chatting about her ferrets during her appearances at Glamourcon.

3. Jaime Faith Edmondson

Top 10 Hottest Playboy Playmates of All Time | Sexiest Playboy Nude Models
Jaime Faith Edmondson Bra Size: 34C
Age: 40, born 30 December 1978
Born and residing in:  United States
Height: 5' 8"

My full name is Jaime Faith Edmondson, and I’m a southern gal by nature. I grew up splitting my time between quiet Southern Georgia and bustling South Florida. I guess you could say “I’m a little bit country, a little bit rock and roll!” In true southern tradition, I come from a very large family and am the oldest of seven. I started modeling in my teens and it presented many opportunities at such a young age – I even traveled to Europe and Asia! But I also wanted to pursue other interests, and I did so by trying out and making the iconic Miami Dolphins Cheerleaders. I danced with the Miami Dolphins for six years and I have so many fond memories of game days, charity events and four military tours to support the troops, but the biggest honor (and surprise!) was being named an NFL Pro Bowl Cheerleader for the year 2007.

Along with cheerleading, I grew up with the dream of becoming an undercover spy, so it’s no wonder I majored in Criminology while attending Florida Atlantic University. I also come from a long line of police officers, so I followed another southern tradition and became one! I may have never become an undercover spy, but I did put my degree to good use and became a police officer. Now that there’s not much to uncover (wink), my new dream is to be a bond girl :)

Actually, I almost got my chance to be a bond girl if you consider running through nine countries in 23 days while barely sleeping glamorous! But that’s exactly what I did when a fellow cheerleader and I were selected to be apart of Season 14 of the Amazing Race. We really fought our way through some tough challenges, and ended up being the runner ups and the highest placing female team up to that point in regular season history! Who says a female can’t be sexy and strong?

Come a little closer, and let me whisper in your ear a few of my favorite things: I love Miss Molly, my eight year old miniature dachshund. She is such a comfort to me while I travel from city to city, and I truly believe she is my soul mate! I also enjoy mint M&M blizzards, anything animal print, twinkle lights, sunflowers, fantasy novels (especially Harry Potter), being Playboy's first Playmate of the decade, tattoos on men, and big trucks. What about you? Feel free to let me know what's on your mind and leave me a comment or quote.

2. Tiffany Toth

Top 10 Hottest Playboy Playmates of All Time | Sexiest Playboy Nude Models
Tiffany Toth Bra Size: 34D
Birth Name: Tiffany Nicole Toth
Age: 32, born 28 March 1986
Born and residing in:  United States
Height: 5' 8"

Tiffany, a mix of Hungarian, French, and Irish was born and raised in beautiful Southern California. Born March 28th, Tiffany is your ideal Aries, always wanting to try new and exciting things that are beyond her comfort zone. One of those exciting adventures were walking through the doors of Playboy.

Following her shoots with them, she signed with an agent and began booking jobs shooting for lingerie companies such as Shirley of Hollywood, Seven Til Midnight, Elegant Moments and Jvalentine. After several years working events for Playboy, Hef decided to make Tiffany the September 2011 Playmate. Being a Playmate was a life changing experience that allowed her to travel to places such as New Zealand, Korea and South America.

During this time she became the face of the Palms Hotel Ads and Billboards and even found herself on the covers of magazines such a Guitar World, Iron Man Magazine and Muscle & Fitness. Among her favorite pleasures are spending time with family and her four dogs, traveling, cooking and painting. Tiffany resides in California where she maintains her busy schedule of modeling.

1. Regina Deutinger

Top 10 Hottest Playboy Playmates of All Time | Sexiest Playboy Nude Models
Regina Deutinger Bra Size: 38E
Birth Name: Regina Deutinger
Age: 36, born 17 September 1982
Country of origin:  Germany
Height: 5' 9"

German model and Playboy Playmate of the Month for April 2008. She was also Playmate of the Month for the German edition of Playboy in October 2006.

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