Stylish Sisters
No star is more emblematic of early '00s fashion than Paris Hilton. Here, she snapped a photo with her sister Nicky Hilton before heading into the Diane von Furstenberg fashion show.
A Couple for the Ages
Scarlett Johansson and her then-boyfriend Jack Antonoff flashed the paparazzi a grin while they each rocked polka dot looks of their own.
Front Row Fun
Kimora Lee Simmons sat alongside the iconic Andre Leon Talley during a runway show for her then-husband Russell Simmons' Phat Farm brand.
Gaucho Girl
Kirsten Dunst may be the only living human being who can pull off gaucho shorts.
Dynamic Duo
BFFs Oprah Winfrey and Gayle King made time to hit a few fashion shows at the height of The Oprah Winfrey Show.
Glam in Glasses
It doesn't get more '00s than blue-tinted sunglasses, which Bette Midler is undoubtedly pulling off.
A Good Cause
Naomi Campbell posed backstage with fellow supermodel Iman and Sarah Ferguson, the Duchess of York, during the Fashion for Relief runway show, which benefited the victims of Hurricane Katrina.
Baby Phat Babes
Elise Neal and Brittany Murphy shared a laugh at the Baby Phat fashion show.
Denim Dreams
Nobody rocks denim quite like Britney Spears.
TV Legends Only
Sabrina The Teenage Witch's Caroline Rhea and Sex and the City's John Corbett shared a friendly chat during the opening of NYFW in Bryant Park.
A Match Made in Musical Heaven
Usher and TLC's Rozonda "Chilli" Thomas were the it-couple of the time. Here, they can be seen arriving at a NYFW party.
Stars in the Making
They may not have known it at the time, but Kelly Osbourne and Nicole Richie were both about to make reality television history with their respective shows The Osbournes and The Simple Life.
Fashion Fans
Keri Russell, Ali Landry and Scarlett Johansson sat front row at the BCBG Max Azria show.
Young Love
Kelly Ripa and her husband Mark Consuelos smiled for the cameras ahead of the Sean John fashion show.
An Unexpected Pair
Longtime friends Alan Cummings and Monica Lewinsky turned up at the Cynthia Rowley fashion show.
Musicians at Marc
Red Hot Chili Peppers frontman Anthony Kiedis and rapper Mos Def watched Marc Jacobs' fashions hit the runway in style.
Mother-Daughter Day Out
Ivanka Trump and Ivana Trump sat on the sidelines rocking outfits that scream the early '00s.
Vogue's Finest
Naomi Campbell and Anna Wintour posed for the cameras at the Fashion for Relief runway show, which brought together 82 looks from 42 different brands.
A Runway Appearance
Sean ''Diddy'' Combs took the stage at his own Sean John fashion show.