Penelope looked dramatic in this off-the-shoulder black John Galliano for Dior gown, ornate necklace and red lips at the premiere of her film FanFan La Tulipe during the opening ceremony of the 56th International Cannes Film Festival on May 14,
2003 in Cannes, France.
She made a bold statement in this white coat with black belts and black drop earrings at the film premiere of Gothika on November 13, 2003 in Westwood, California.
Penelope went bright and simple in this Ralph Lauren orange dress and multi-strand coral necklace at the New York premiere afterparty for Don't Tempt Me on August 19, 2003.
She was all flirty in this black lace dress and strappy heels while supporting her then boyfriend, Tom Cruise, at the WB's premiere of The Last Samurai held on December 1, 2003
in Los Angeles, California.
At the premiere of her movie Non Ti Muovere in Cannes, France, Penelope went French chic with an off-the-shoulder white dress, white fedora and pointy toed heels on May 13, 2004.
She was absolutely stunning in this red fish tail strapless gown with rosettes on the hips when she received her David of Donatello Award at the David Di
Donatello Movie Awards Ceremony on April 14, 2004 in Rome, Italy.
Penelope rocked in this white Chloe suit, black fedora and Chopard jewelry at the 47th Annual Grammy Awards on February 13, 2005 in Los Angeles, California.
She went feminine in this floral off-the-shoulder gown and retro waves at the Closing Awards Ceremony during the 58th International Film Festival May 21, 2005 in Cannes, France.
Penelope showed her romantic side in this pale empire waist gown at the UK premiere of Volver on August 3, 2006 in London, England.
She took a risk in this Chanel suit with high waisted pants and a big black bow at The Hollywood Film Festival 10th Annual Hollywood Awards Gala
Ceremony on October 23, 2006 in Beverly Hills,
Penelope looked every bit the Spanish princess in this black tiered Chanel Haute Couture gown and Chopard jewels at the 64th Annual Golden Globe Awards on January 15, 2007 in Beverly Hills, California.
When she was nominated for Volver, Penelope turned heads in a pale pink Atelier Versace gown and Chopard diamond earrings at the 79th Annual Academy Awards on February 25, 2007 in Hollywood, California.
She made an entrance and an exit in this L'Wren Scott black gown with a tulle train and lace at the neckline during the Elegy Premiere at the 58th Berlinale Film Festival on February 10, 2008 in Berlin, Germany.
At last year's Academy Awards, Penelope was demure in a draped and feathered strapless Chanel gown on February 24, 2008 in Hollywood, California.
Penelope dazzled in this navy strapless Yves Saint Laurent gown and slicked back hair at VH1's 14th Annual Critics' Choice Awards on January 8, 2009 in Santa Monica, California.