| By Evan Saathoff November 2, 2011 |
| 11 | Tara Reid |
By the time Tara Reid did Playboy, she was already damaged by a botched liposuction procedure that made her stomach look like a Cenobite. According to her, the whole point of doing it was to prove to the world that her stomach was no longer weird.
That tactic may have worked if the photos weren't photoshopped to the point where she becomes more hentai than human. It makes the image we have of her from the American Pie films that much harder to fatham.
| 10 | Rose McGowan |
Even as recently as Planet Terror, Rose McGowan was a sight to behold. She exhuded confidence and never looked like any of the other girls. Well maybe she looked a little like Christina Ricci, but that's not a bad thing.
These days, though, Rose McGowan's face has changed quite a bit, and she no longer commands the same voluptious charm. Her eyes in particular, probably her greatest asset before, now just look cold and strange. Rose may make it to Playboy eventually. But the time when we'd really welcome that has forever passed us by.
| 9 | Mary-Kate and Ashley Olsen |
This was supposed to have happened already. We were all so sure of it. But instead of posing for Playboy, these child stars chose the eating disorder and connections to the death of Heath Ledger route, a path of misery instead of one that would have given so much joy.
Of course, it is pretty icky to imagine child stars we saw as babies pose naked in Playboy. But that is irrelevant. This was a cultural milestone we needed to hit, and we are deprived for having missed it.
| 8 | Amy Smart |
Not too long ago, it seemed like you couldn't go to a movie or watch TV without seeing Amy Smart, and it was a glorious time. These days, however, Amy Smart sightings are surprisingly rare.
With her heyday possibly behind her, the time may come when Amy Smart poses nude for the big bucks. Even though she bared all in Road Trip, we still wish she'd done a Playboy photoshoot back in her "Tasty Coma Wife" days.
| 7 | Nicole Kidman |
Even when she was younger Nicole Kidman's beauty seemed from another world. Her pearly white skin and glaring eyes have always made her feel kind of like a porcelain doll. These features perfectly suited her, as she often took roles which required a strong amount of dignity and poise.
Unfortunately, she resembles a doll now more than ever thanks to a face frozen by botox. She still commands dignity on screen, but now her characters are often all the way scary, whether they're supposed to be or not. Instead of turning back time, her attempts to stay young forever have only made her come off as Amy Adams' creepy older sister. When it comes to Playboy, we'd rather just see Amy Adams.