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Who Has the Hottest Mugshot?

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Jail is rough – no really, who looks good in ill-fitting orange (or drab grey) jumpsuits? But for booked babes like Paris Hilton, Nicole Richie, Khloé Kardashian and Lindsay Lohan, the mundane wardrobe can’t stop a photo-op – or in their cases, a fierce mug shot.

Head tilted down, kohl-lined eyes heavenward, a light lip gloss, tousled hair: These cell slickers know how to strike a pose. That sexy smirk Lindsay is sporting in her mug takes practice!

And it’s definitely acceptable to forgo the cheese (it is jail, after all), like Paris, Khloé and Nicole did. These girls are working the lip pout, and it’s working – their mugshots are sizzling.

PHOTOS: Life After Jail: For Better or Worse? wants to know: From subtle smizes that would make Tyra proud to not-so-subtle sneers, whose mugshot would make for a hot headshot?