Lindsay Lohan wearing low-rise jeans and a black crop top with floral lace.

Nylon Nights

Lindsay Lohan's Best Red Carpet Moments From The Mid-Aughts

Low-rise jeans! Going-out tops! Slingback pumps! She's got it all.

Originally Published: 

Lindsay Lohan was a tabloid mainstay during the early and mid-2000s, thanks to her cult classic film Mean Girls and frequent cameos on the red carpet. Because of that, we have been blessed with an archive of peak 2000s fashion. Ahead, trucker hats, low-rise jeans, bodycon dresses, and more.

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2003, Pre-VMA party

A trucker hat and choker on the red carpet, proving that these accessories are indeed 2000s-era fashion artifacts.

Jeff Kravitz/FilmMagic/Getty Images
2003, MTV VMAs

The lightwash jeans and ombré sunglasses are a time capsule of the early aughts.

Stephen Lovekin/FilmMagic/Getty Images
2004, Teen People Party

The jeans, somehow, went even lower and finished off with a sparkling belly button-piercing charm.

Photo by Scott Gries/Getty Images
2004, MTV Spring Break

Nothing says spring break in 2004 like a going-out top and denim cutoffs.

Jon Kopaloff/FilmMagic/Getty Images
2004, Mean Girls Premiere

Her bright blue dress with cap sleeves and a sweetheart neckline likely inspired many prom and graduation day outfits.

Photo by Frazer Harrison/Getty Images
2004, Sidekick II Party

Yes, that is a (bedazzled!) Sidekick she is holding.

Jean-Paul Aussenard/WireImage/Getty Images
2005, Herbie Fully Loaded Premiere

Now a blonde, she wore a strappy maxi dress to the Herbie Fully Loaded premiere.

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2006, Kids' Choice Awards

Blonde is out, ruffles are in.

Jamie McCarthy/WireImage/Getty Images
2007, Georgia Rule premiere

A strapless dress with slingback, peeptoe shoes, which have still stayed put since the 2000s.

Photo by Dimitrios Kambouris/WireImage for Bragman Nyman Cafarelli
2007, Maxim's Annual Hot 100 Party

It wouldn't be 2007 without a bodycon dress on a celebrity-studded red carpet.

Photo by Jeffrey Mayer/WireImage
2008, MTV Movie Awards

Strapless dress? Check. Leather belt cinched at the waist? You better believe it.

Photo by Scott Wintrow/Getty Images
2008, Sephora 10th Anniversary Event

A going-out top as a dress with a fedora. Thank you, Lindsay.

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