Kelly Clarkson

Finally, we wrap up our list with a very young-looking Kelly Clarkson. The singer won the first-ever season of American Idol back in 2002. You can tell from this picture that she fully embraced the fashion trends of that time.

We can spot embroidered bootcut jeans, a mesh top, and those signature crispy curls. Why weren’t skinny jeans popular yet? These days, the more mature Kelly has undoubtedly enlisted the help of a stylist. While she may not be the most fashion-forward, she’s certainly come a long way from her earlier style choices.

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