14. Anna Nicole Smith
Most people remember the sexy cartoon, Jessica Rabbit, from the movie Who Framed Roger Rabbit?With a bit of blonde hair dye, Anna Nicole Smith is probably the closest thing to her. Her looks prompted Playboy to put her on the cover of the May 1992 issue and name her Playmate of the Year in 1993.
Anna Nicole’s story is so crazy, it’s like something out of a novel. She was married to a 90-year-old billionaire oil tycoon for a little bit just before his death. He gave her all kinds of gifts including cars and a home outside Houston. After her husband died, his son and Anna Nicole fought like heck over his estate. Anna Nicole even appealed the case all the way to the Supreme Court of the United States. Ultimately, she didn’t get a dime.
If Lady Justice had taken off her blindfold and took a good look at her, the case would have probably been totally different.
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13. Drew Barrymore
Corey Feldman probably shows up on a list somewhere under the titles “People With the Stupidest 80’s Haircuts” or “10 Most Dysfunctional Child Actors: What Prison Are They In Now?” But the one list Feldman will definitely show up on is “People Who Dated Drew Barrymore back in the 90’s Through Sheer Luck And/Or Magic.”
Remember, this wasn’t the He’s Just Not That Into You, sensible, “she probably won’t stab me” kind of Barrymore. This was the younger, crazier Barrymore who once flashed David Letterman on national television. Barrymore was so smoking hot she appeared on the January 1995 issue of Playboy, definitely getting the year started off right. The internet claims other things happened throughout that year, but that’s not really the point.
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