Cute little Britney with her then-unknown but soon-to-be famous fellow Mouseketeers.
We first were introduced to the young singer after she signed a contract with Jive Records.
What's this?! The innocent starlet showed off her sexy side on the cover of Rolling Stone.
Oops! She did it again...make us stare at her body, that is. But when you're wearing a nude, bedazzled catsuit at the MTV VMAs, what do you expect?
Oh, Britney and Justin Timberlake, demonstrating their true love for each other with matching denim outfits.
She's a "Slave 4 U" and also enjoys charming a snake. Win-win!
Spears promotes her first feature film, Crossroads, after splitting from Timberlake. Guess matching outfits don't guarantee being together forever.
Making out with one of your role models? We'd say that's a plus (and super entertaining).
What happens in Vegas doesn't always stay in Vegas. Especially if you're a pop star and decide to get married to a Jason Alexander!
Clearly, the Sin City marriage failed. So instead, B.S. married her backup dancer Kevin Federline.
Shortly after, Spears became a mommy to Sean Preston and a year later, Jayden James.
Seemed like mommyhood was a little too overbearing, so the singer decided to party on the town Paris Hilton and Lindsay Lohan.
Red flag! Britney shaves her head.
In an attempt to prove she still had it, the frazzled star put on an unfortunate performance of "Gimme More" at the 2007 VMAs.
Her self-styled manager Sam Lutfi gets blamed by Spears' parents for drugging and confusing the star.
Well, hello there. Brit makes an appearance on How I Met Your Mother as a receptionist.
Love at last! After filing for divorce in 2006, Spears confirms she found her prince charming—who was also her former agent—Jason Trawick in 2010.
Britney joins Brittany, played by Heather Morris, on Glee!
It's the comeback of all comebacks! Spears releases her seventh studio album, Femme Fatale, which becomes her sixth No. 1 album.
The songstress causes a controversy in London because of her "Criminal" music video
Britney and Lady Gaga Jo Calderone take the stage together as Spears accepts a Video Music Award.
NEXT GALLERY: Britney's Fashion Spotlight