Cara Wakelin
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Cara Wakelin Biography
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About Cara Wakelin
Cara Wakelin from Melbourne, Victoria, Australia, has posed for 7 covers and 7 photosets, before retiring in 2010.
Playboy's Playmate of the Month November 1999
Hugh Hefner put Wakelin on the cover of the Canadian Playboy edition, in which she wore a hockey jersey. Within two weeks the issue was sold out across Canada.
Cara Wakelin, born on February 8, 1977, in Melbourne, Australia, is a model and actress best known for her appearance as Playboy’s Playmate of the Month in November 1999. Growing up as a triplet (with one of her siblings tragically passing away), she was raised by her single mother in Toronto, Canada, after the family moved there. Wakelin attended Etobicoke School of the Arts and later went to McMaster University. Despite her shy, introverted nature, she pursued modeling after seeing a Playboy advertisement in her final year of school.
Her path to fame began when she auditioned for Playboy's "Millennium Playmate" search in 1998, a decision she had the full support of her mother for. After a successful test shoot, she was selected as Playmate of the Month. Wakelin's stunning look, including her appearance in a Canadian Playboy issue wearing a hockey jersey, made her popular, with the issue selling out rapidly across Canada. In addition to her Playmate title, she appeared in various Playboy videos and graced the cover of the magazine in multiple countries, including Greece, Italy, and Poland.
Wakelin has also modeled for major brands like Coca-Cola, Miller Brewing Company, and Budweiser. Her acting career includes roles in films such as Death to Smoochy (2002) and TV shows like Relic Hunter. Additionally, she made a memorable appearance on The Howard Stern Show in 2004 and participated in the Playmates at Play calendar in 2005.
As of today, Cara Wakelin divides her time between Los Angeles and Toronto. While her career in modeling has slowed down, she continues to live a relatively private life. There is no public record of her being married or having children, and her political views have not been widely discussed in the public domain.
Playboy's Playmate of the Month Titles:
Playboy USA - November 1999
Playboy Greece - November 1999
Playboy Italy - April 2000
Playboy Netherlands - November 2000
Playboy Poland - December 1999
Playboy Romania - January 2002
Playboy Spain - December 1999
Cara Wakelin Galleries
Cara Wakelin Photos (Uploaded By Our Users)
Cara Wakelin Links
| Site Logo | Link | Publication Date | Report Link |
|---|---|---|---|
 | Cara Wakelin nude from Playboy Plus at theNude.com | 2023-02-08 | ⚠ |
 | Playmate of the Month November 1999 - Cara Wakelin - Playboy Plus | 2022-12-08 | ⚠ |
 | Cara Wakelin - Boobpedia - Encyclopedia of big boobs | 2022-10-25 | ⚠ |
 | Cara Wakelin Nude - 19 Pictures: Rating 9.17/10 | 2017-03-01 | ⚠ |
| Cara Wakelin Nude - 19 Pictures in an Infinite Scroll | 2015-01-31 | ⚠ |
| Cara Wakelin Pictures in an Infinite Scroll - 149 Pictures | 2015-01-31 | ⚠ |
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User comments
She is very beautiful
2025-05-31 16:16 🛈 ⚠
She is perfect and I love her as she is all natural with superb perfectly shaped boobs wtih pert nipples and a beautiful face. One of my favorite PMs of all time!!!
2025-04-18 07:28 (edited 2025-04-29 16:43) 🛈 ⚠
I know others have have stroke turnemnts nothing wrong with that. I like it.l have not. Until now Cara Waklelin is my cum queen.In honor of my first ever cum queen, I'm going to masterbate for all her videos and pictures.live long sweetheart. Well better get started lot' squirting to do
2025-03-21 17:06 🛈 ⚠
You are truly a timeless beauty Cara! Whether it’s the first time I saw you in Playboy or rediscovering you here tonight your consistency is legendary! Keep taking care of yourself! Your best days are ahead!
2025-01-31 03:06 🛈 ⚠
Gorgeous, sexy woman. She does have a beautiful face. I ‘m not usually a fan of fake tits but her’s are well done. I love the many photos of her pretty pussy with the nice landing strip.
2024-03-15 09:47 (edited 2024-03-15 09:47) 🛈 ⚠
Good thing then they are actually natural.
2024-05-06 17:22 🛈 ⚠
Hmmm, I could see why someone would think her breasts are implants. At one time on this page, she was listed as having implants.
2024-10-07 22:53 🛈 ⚠
In the Playboy issue featuring her she says her boobs are natural.
2025-04-18 07:29 🛈 ⚠
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