The Hottest 100 Women of All Time?

What do Sasha Grey, Cindy Crawford, Denise Richards, Marilyn Monroe and Jenna Jameson have in common?  They were all on the top 100 hottest woman of all time list by Men’s Health magazine [source].  Sasha Grey and Jenna Jameson are the only two porn stars who made the list.  Actually come to think of it, I can’t believe they actually put not one, but two porn stars on the hottest 100 women of all time list!

85. Sasha Grey

Sure, Jenna Jameson is a household name, and other San Fernando Valley starlets occasionally pop up in mainstream Hollywood productions, but Sasha Grey may be the first true star to cross over from the realm of porn. Her darkly sultry (and silicone-free) looks fall comfortably between girl-next-door and girl-on-the-stripper-pole. And while Grey’s recurring role as herself on HBO’s Entourage wasn’t exactly a stretch, her turn as a high-end prostitute in Steven Soderberg’s The Girlfriend Experience earned generous praise from critics like Roger Ebert. Who says Hollywood can’t respect an actress who has sex on camera?

49. Jenna Jameson

It’d be easy to write off Jenna Jameson as nothing more than a porn queen who had her moment. Look closely (we know it won’t be difficult), however, and you’ll realize the platinum-blonde adult entertainer has a remarkable amount of business savvy for somebody who earned most of her living in flagrante. Want proof? In 2000, near the height of the dot-com boom, Jameson founded ClubJenna, an X-rated video service that shot and produced its own material. The success of that venture made Jameson a millionaire. She’s also hosted a reality show on Playboy TV, made a cameo on Family Guy, and wrote a best-selling memoir, 2004’s How to Make Love Like a Porn Star. We’re still waiting on the adaptation, Hollywood.

The top 10 list includes …

  1. Jennifer Aniston
  2. Raquel Welch
  3. Marilyn Monroe
  4. Britney Spears
  5. Madonna
  6. Ursula Andress
  7. Bettie Page
  8. Pamela Anderson
  9. Jane Fonda
  10. Angelina Jolie