
27 Photos That Portray Britney Spears' Unforgettable Fashion Evolution

Crop tops (jackets and more), hot pink vinyl, and fringe are just a few of the landmark features in birthday girl Britney Spears' fashion evolution. Prepare for 27 outfits—including that sequined loungepant moment—that portray the celeb's shocking and memorable fashion evolution.
Britney Spears in '99

'99 did us proud, did it not? Here, Britney Spears is celebrating her "Baby One More Time" single, but looking back at the snapshot, we're celebrating the fact that she's wearing the equiv. of sequined pajama bottoms.
Britney Spears

How do you make a pink vinyl crop top matchy-matchy? Knee-pads.
Britney Spears

In September of '99, our girl Brit kept up the crop top fever (before Miley, we might add) and added even more oomph with glittery slacks.... Like you didn't own a pair...
Britney Spears

In 1999, Brit was named the Female Artist of the Year. She accepted her award in a baby pink spaghetti strap frock—AKA, the dress you probably wanted to wear to prom.
Britney Spears

Britney Spears showed up to the 2000 Teen Choice Awards in an ensemble that screams "change of the century." That, of course, would be a massive amount of pink fringe and strappy sandals that show off the ankles.
Britney Spears

Va va voom, Brit! She rocked a little sex appeal to the MTV VMAs (before the Madonna moment) with a LBD (long black dress) with a majorly high slit.
Britney Spears

You had a dress like this, right?
Britney Spears

Changing up the typical crop top (and simultaneously making the ensemble much, much more '00) Britney rocked a lacy bustier with a choker necklace and crimped hair.
Britney Spears

When it's too chilly for a tummy-baring top, you just wear a ruched and cropped jacket. Duh.
Britney Spears

If you remember correctly, Brit was a particular fan of the newsboy cap.
Britney Spears

She even wore the hat on red carpet dates with JT.
Britney Spears

Britney Spears dressed up for her Crossroads premiere in a lacy bustier and a black newsboy cap.
Britney Spears

It may remind you of Tinkerbell, but this dress she wore to the AMAs show in '03 is kind of adorable.
Britney Spears
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Take a moment to remember the velour tracksuit and how you, Brit, and Sophia Bush's character on One Tree Hill loved them so.
Britney Spears

By now, you probably get the trend that Brit was going for.
Britney Spears

See above for the most famous pink fur coat out there.
Britney Spears

In 2004, Britney Spears attended the Billboard Music Awards in a green and black mini dress clad in her fave fabric—lace!
Britney Spears

Britney Spears, KFed, and a sparkly LBD. Discuss.
Britney Spears

Britney Spears rocked a LWD and a fedora to an even in Las Vegas back in 2007.
Britney Spears

Thought the Kardashian sisters made this silhouette famous? Please!
Britney Spears

Before Jennifer Lawrence owned the see-through skirt, Britney Spears flaunted the style with dark brunette locks.
Britney Spears

So Brit's bod looks absolutely slammin' in this chartreuse bandage dress.
Britney Spears

You can't go wrong with an LBD, Brit!
Britney Spears

When Britney became an X Factor judge, she gave her red carpet wardrobe a makeover with a more sophisticated lacy mini.
Britney Spears

She even switched things up with a much-longer, but totally gorgeous hemline and a print!
Britney Spears

Thought one-shoulder mini dresses were totes out? Not if Britney wants to rock 'em.
Britney Spears

Excited for Brit's Las Vegas show? Hopefully she wears a few stunners like this!