This Day in Pop: Britney's first red carpet at the 1999 American Music Awards (January 11)

[autumngoodbye91]

OBSESSED with the way she wore her hair here

[Princessmimi]

Aw she looks so cute here!
Almost like a disney princess or prom queen 

Oh if only she knew what was to come 

[PokemonSpears]

Britney's first red carpet

[Chloe321]

She and her mom seemed so close.  Was Lynn a stage mom??  Even though she denies it, I get that impression.

Anyway britney had so much charisma and maturity.  Hard to believe she's only 17 years old here. So cool and confident

[Moscow]

So cute, when will your faves 

[Brother Shawn]

Beautiful then and still beautiful now. My Queen! 

[Theonetheonly]

Pure to the core ❤️

[MIKE_INT]

She looked like an angel