Who Wore it Best?

"Gossip Girl" star Leighton Meester wore a white belted Proenza Schouler jumpsuit on a trip to The Late Show with David Letterman on September 8, 2009. Back in July, actress Chloe Sevigny sported a black leather version at a party for A Magazine.

Ray Tamarra, Getty Images | WENN.com

Sienna Miller stepped out in New York City on August 18, 2009 wearing a skirt from her own line, Twenty8Twelve. Rihanna wore the same one while shopping at The Grove this summer in West Hollywood.

Hector Vallenilla, Retna | Right/Fame Pictures

At the Melrose Place launch in LA on August 22, 2009, Daphne Zuniga wore a crinkled blue Nicole Miller dress...the same one Paris Hilton wore to the launch of her sunglass collection back on March 27th in New York City.

Bauer-Griffin | Marcel Thomas, FilmMagic

Kim Kardashian arrived at the Teen Choice Awards on August 9, 2009 in a little white Stella McCartney dress. Back in April, singer LeAnn Rimes hit the 44th annual Academy Of Country Music Awards in the same getup--but the country singer went for black, instead.

Jason Merritt, Getty Images | Kevin Winter, Getty Images for ACM

Ashlee Simpson wore this Gap boyfriend blazer with blue jeans and black and white sandals to the 1969 Jean Shop launch event on August 6 in West Hollywood, California. Demi Moore was spotted in California wearing the same blazer over a bright orange cardigan with cuffed jeans and flats just five days earlier.

John Shearer, Getty Images for Gap | Fame Pictures

Angelina Jolie made her leather-clad return in this black strapless Michael Kors dress paired with strappy Dior sandals at the Los Angeles premiere of "Inglorious Basterds" on August 10. But we remember Gossip Girl's Blake Lively rocking a hot pink wool version back on June 15 at the CFDA Fashion Awards in New York City with nude Christian Louboutin peep-toe pumps.

Jon Kopaloff, FilmMagic | Jamie McCarthy, WireImage

Elle Macpherson took to the streets of Manhattan to film "The Beautiful Life" on August 11 in this gray Victoria Beckham "Carmontelle" sheath. The model-actress finished the look with huge sunglasses and pointy toe pumps. But Victoria wore the same cashmere-blend dress to shoot her Fall 2009 ad campaign in London, England on July 23. Her "posh" look included dark shades, her signature pout, and sky-high heels.

WENN | Neil Mockford, FilmMagic

Cameron Diaz looked svelte in this gray curve-hugging Alexander McQueen dress paired with electric blue Pierre Hardy heels at the "Teen Choice Awards" in California on August 9. Anna Paquin showed off curves in a black version of the McQueen cheongsam with its contrast zip piping detail for an appearance on the "Late Show with David Letterman" in New York City on July 16. The True Blood star finished her look with a chic updo and Jimmy Choo slingbacks.

Matt Sayles, AP | Jeffrey Ufberg, WireImage

Mischa Barton was spotted on the set of "The Beautiful Life" in New York City wearing this Versace embellished mini dress with studded ankle boots on August 10. Gwyneth Paltrow wore the shiny metallic mini with a Burberry cardigan and tights at the Grammys in Los Angeles, CA on February 8.

Ray Tamarra, Getty Images | Larry Busacca, Getty Images

Kerry Washington looked chic at the Super Saturday event in this Catherine Malandrino top with a Whitley Kros dove gray skirt and matching clutch. Sophia Bush put a sophisticated spin on the multi-chained blouse by pairing it with a black pencil skirt and open-toe heels for a dinner at Malandrino's Los Angeles boutique on May 7.

Diane Cohen, Fame Pictures | ER / Flynet.com