Childhood friends Paris Hilton and Nicole Richie struck a pose at the Rio Hotel in Las Vegas in Nov. 2001.
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Flash 'em!
In 2004, Richie flashed the audience while modeling during L.A.'s Fashion Week.
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Rock on, Sister
Richie rocked streaky highlights at the 2003 Billboard Music Awards. The same year, she was arrested in Malibu and charged with possession of heroin while driving without a license.
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How Low Can You Go?
In Sept. 2004, Richie went braless in a sheer dress with a plunging neckline.
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Party Girls
Richie planted a smooch on her then-BFF, Hilton, at a 2004 Halloween party in NYC.
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Skinny Minnie
Richie debuted a slimmer frame at an Emmys after party in L.A. in Sept. 2005. Following a stint in rehab, she received a DUI in Dec. 2007 and was sentenced to four days in jail. She served less than two hours, however, due to overcrowding.
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Chic Fashionista
Richie looked polished and mature at an Alexandra Wang trunk show in L.A. in June 2008.
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Sexy in Sparkles
She stunned in a metallic gown at the Carousel of Hope Ball in L.A. in Oct. 2008.
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Baby on Board!
Richie and then-beau, Joel Madden, were pregnant with their first child in 2007. (The duo later wed in Dec. 2010 at Lionel Richie's L.A. estate.)
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Hot Mama
In Jan. 2008, Richie and Madden welcomed their first daughter, Harlow.
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Nicole Gabba Gabba
Richie took her son Sparrow (born in Sept. 2009) to Yo Gabba Gabba Live! in L.A. in Nov. 2010.
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So Sleek
The designer slicked her hair back in a tight bun for a fashion show in Paris in March 2011.
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That's Hot
Richie showed off one of her Winter Kate designs at a showcase in Florida in Apr. 2011.
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Ethereal
The mom of two was laid-back in a loose-fitting dress in L.A. in Sept. 2011.
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