1.
Stacie Orrico in her circle belt with Edward Scissor Hands hair:
2.
Anne Hathaway in her tiny Le Tigre polo with a belt from Hot Topic (probably):
3.
Hilary Duff in her black hair era:
5.
Rachel McAdams in these leggings under shorts:
6.
Mandy Moore in these capris:
7.
Samantha Mumba as a student of the first graduating class at Euphoria High:
8.
Jake Gyllenhaal... and his hat:
9.
Shakira in a classis dress + studded belt combo:
10.
Jessica Alba in her little lacey cropped blazer thing:
11.
Alicia Keys in this puffy-sleeved cardigan bra:
12.
Lauren Conrad in these jean capris and statement necklaces:
13.
Usher in this fedora visor:
14.
Jennifer Lopez appearing in this tiered dress with a cardigan and a belt:
15.
Rachel Bilson in this layered boho look:
16.
Alexa Vega and her side bangs:
17.
Christina Milian with that same hairstyle, just five inches shorter.
18.
Bruce Willis in this fedora with a little part turned up:
19.
JoJo in the Navaro cheer uniform before anyone knew about Navaro:
20.
Reese Witherspoon wearing these sunglasses:
21.
Benji Madden and his hair:
22.
Jessica Simpson in these thigh-high boots and tiny green jacket:
23.
All the flared denim here seen on Vanessa Lachey, Amber Tamblyn, and Alexis Bledel:
25.
Avril in her pink parachute pants:
26.
Brandy in this torn curtain ensemble:
27.
Ashlee Simpson in her black hair era:
28.
Carmen Electra in this newsboy cap and gauchos:
29.
Kristen Bell in this skirt + going out top:
30.
Jewel in giant camo pants and a shirt with a bow:
31.
Pink in a top that literally says "fast and loose."
32.
And finally, Christina Aguilera in a pink bucket hat, striped scarf, cropped tee, cargo capris, and pink suede boots:
