The 50 Hottest Women Who’ve Appeared In Playboy: 30-21

30. Shannon Tweed

Known best for her work in over 60 Erotic films, Shannon Tweed, did land atop the Playboy mountain in 1982, when she took home Playmate of the Year honors. From 1982-1983, Shannon did have a relationship with Hugh Hefner and did multiple spreads in the magazine. She frequently appeared along-side her sister, Tracy Tweed. After breaking it off with Hef, she began dating KISS frontman, Gene Simmons, and has been in a relationship with the rocker since 1985.

29. Farrah Fawcett

There was a time when Farrah’s face was one of the most coveted posters in the USA. Back in the days of feathered-back hair, Farrah launched into the fantasy of every teenage boy. With her breakout role on Charlie’s Angels, Farrah dominated the television ratings. Refraining from any controversial photos or work, Farrah caused quite the stir when she posed semi-nude for a 1995 issue of Playboy. That issue became the Top Selling issue of the 1990s for the magazine. Farrah again returned to Playboy to celebrate her 50th birthday, in 1997. This spread used her body to paint a blank canvas. That issue as well was a Top Seller.

28. Tiffany Fallon

This former Miss Georgia fought her way up the Playboy mountain and landed as Playmate of the month in December 2004 and the ultimate honor, Playmate of the Year in 2005. Now married to Rascal Flatt’s Joe Don Rooney and working on her family, Tiffany no longer is in the Playboy spotlight but still acting and appearing in music videos. We will let you judge Tiffany’s work for yourself. Keep in mind we had a very difficult time selecting photos that were “appropriate” for this website.

27. Jenny McCarthy

One of the few Bunnies on our list who used her success in Playboy to become a major actress and activist, Jenny McCarthy, lands at #27 on our list. In 1993, Jenny was named Playmate of the Year and used that title to work her way into television. in 1995, Jenny became an overnight success when she became host of the MTV dating show Singled Out. These days Jenny focuses her efforts on awareness for Autism, a disease that her son suffers from.

26. Cindy Crawford

This All-American, Midwestern girl became a Super Model in the 1990s. Cindy Crawford, took modeling to a new level with her career, covering every major magazine there is and modeling for some of the Top Brands in the World. Cindy took to the pages of Playboy in July and October of 1998, both times posing nude for the magazine. These days Cindy is focused on family, charity work and her own furniture line.

25. Torrie Wilson

Another WWE darling that makes our list is none other than Torrie Wilson. This buxom blonde, made the cover in both 2003 and 2004, both tying in with her WWE storylines and generating buzz about the magazine. Both issues were top sellers in their respective years. Since her exit from the WWE, Torrie has appeared a in a few television spots and worked on her own clothing line and works to promote awareness and funds for former Wrestlers that do not have lifetime health benefits through the industry.

24. Nikki Ziering

This former Price is Right “Barker Beauty” rose to the top of Playboy fame when she was Playmate of the Month in September 1997. She has scored a few bit parts here and there in B movies and has done some work in several music videos. Nikki is probably best known for her marriage to former 90210 star, Ian Ziering. The couple’s 5 year marriage ended in 2002 but since then Nikki has given birth to her first child, a daughter in 2009.

23. Bo Derek

Regardless of the success of the film, there aren’t too many people in the country that don’t know Bo Derek’s running scene in 10. That corn-row hair and slow motion run launched her into sex symbol status. In March of 1980, Bo began her love affair with Playboy, appearing in the magazine numerous times over the years. The photos were shot by her then husband, Jon Derek, and featured 12 pages of Bo living in up in a secluded part of the Colorado river.

22. Elle McPherson

Dubbed as an unofficial tourist ambassador for her homeland of Australia, Elle McPherson, took the world by storm when she launched her modeling career. Elle has appeared on every major magazine and hold the record for 5 covers of the coveted Sports Illustrated Swimsuit Issue. In 1994. Elle posed for the cover of Playboy but didn’t appear totally nude in the pictures. Still in the business, Elle hosts the UK’s version of Next Top Model and currently resides in the London area with her two children.

21. Joanna Krupa

Born in Poland but raised since the age of 5 in the Chicago-area, Joanna Krupa has appeared twice on the cover of Playboy. In addition to that work she has modeled for Frederick’s of Hollywood, Stuff and Maxim. In addition to her nude work in Playboy, she has also appeared in the “I’d Rather Go Naked” ad campaign for PETA. Most recently, Joanna appeared on the ABC reality series, Dancing With the Stars, where partnered with Derek Hough, she placed 4th.

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