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The time when she thought the same thing about boot-cut jeans: | 17 Times Ashley Tisdale Had Some Very Early 2000s Fashion Moments

17 Times Ashley Tisdale Had Some Very Early 2000s Fashion Moments

The time she layered up on both necklaces and tanks: | 17 Times Ashley Tisdale Had Some Very Early 2000s Fashion Moments

The time she layered up on both necklaces and tanks:

The time she rocked an 18-inch cuff 'cause she couldn't be bothered to get her jeans hemmed:

17 Times Ashley Tisdale Had Some Very Early 2000s Fashion Moments

The time she kept the skirt-over-pants-theme going and stepped it up by wearing it all in one color: | 17 Times Ashley Tisdale Had Some Very Early 2000s Fashion Moments

17 Times Ashley Tisdale Had Some Very Early 2000s Fashion Moments

The time she kept the skirt-over-pants-theme going and stepped it up by wearing it all in one color:

The time she wore some of Stevie Nicks' old "Gypsy"-era cast-offs:

17 Times Ashley Tisdale Had Some Very Early 2000s Fashion Moments

Paris Hilton's 20 Most Iconic 2000s Looks, From Juicy Couture to Rhinestones Photos | W Magazine

Paris Hilton's 20 Most Iconic 2000s Looks, From Juicy Couture to Rhinestones

Flowy, hippie-inspired dresses over jeans. Bonus points for flare jeans. | 27 Forgotten Early 2000s Fashion Trends

27 Forgotten Early 2000s Fashion Trends

Flowy, hippie-inspired dresses over jeans. Bonus points for flare jeans. And does anyone else remember wearing short skirts over their jeans.

When All of This Happened

20 Times Paris Hilton's Outfit Was So 2001

This strapless dress with a low-waisted belt over JEANS, newsboy cap and platform sandals. | 33 Kelly Clarkson Outfits That Perfectly Sum Up The Early 2000s

33 Kelly Clarkson Outfits That Perfectly Sum Up The Early 2000s

This strapless dress with a low-waisted belt over JEANS, newsboy cap and platform sandals.

28 Cringeworthy Fashion Moments We Witnessed on Laguna Beach — not even Lauren Conrad and Kristin Cavallari were immune to the truly horrifying fashion of the early 2000s. Going-Out Tops + Jeans

28 Cringeworthy Fashion Moments We Witnessed on Laguna Beach

28 Cringeworthy Fashion Moments We Witnessed on Laguna Beach — not even Lauren Conrad and Kristin Cavallari were immune to the truly horrifying fashion of the early Going-Out Tops + Jeans

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