Oh, Kelly Osbourne. Love her or hate her, you can't deny she's always at the forefront of fashion and isn't afraid to experiment by mixing hot trends with classic styles.

Personally, I have a love/hate relationship with her. Mostly because I once had short pink and black hair and the comparisons were inevitable. But Osbourne, perhaps best known for going through haircolors and styles like she goes through boys in bands  (maybe her crazy romantic life and abrupt style changes are related?), has recently been stepping up her game. While it might be hard for some of us to picture her as a "style icon," girlfriend has been trailblazing all over the place! The flirty camisoles, the flouncy skirts, the delicate embellishments! 

And sure: she's had her (very, very, very) bad fashion choices - but who hasn't? Growing up in front of the camera has got to be a headache, especially with the kind of lifestyle she is now known for. Hell, when I was 18, I know I made some bad fashion choices - luckily, I didn't have all of America and Britain scoping my every move and every bad hair day. Oh the pressure!

Speaking of bad hair days, it's hard to keep up with this style chameleon: sleek black bob, short blonde faux-hawk, crazy pink pageboy. But it's so much fun trying to figure out her next move. It's no secret she doesn't care what we think about what she wears. But winning a best-dressed award is sure to be fabulous validation for all her hard work. Hard to believe this fashionista once claimed to hate anything girly!

Maybe her recent weight loss has something to do with her newfound clothing confidence. Maybe not. You never see see her in anything too tight or ill-fitting. The looks that have been working for her are easy to pull off: smooth and streamlined, fun flirty dresses, round-toed pumps, and classic 40's make-up. I'd love to go shopping with her, that's for sure!