Kenny "Babyface" Edmonds and Madonna at the 22nd Annual American Music Awards
Madonna attends the Golden Globes in a black, long-sleeved gown.
Madonna and Guy Ritchie arrive at the UK Premiere of "Sin City" at the Empire Leicester Square on May 23, 2005 in London, England.
Madonna attends the screening of her new documentary film "I'm Going To Tell You A Secret" at Loews Lincoln Square on October 18, 2005 in New York City.
Guy Ritchie and Madonna, wearing a purple, vintage-inspired dress and matching shoes.
Madonna tries out a popular '90s trend, the slip dress.
Madonna attends the Grammy Awards in a halter-neck top and thigh-high boots.
Madonna makes a friend while wearing a simple wrap dress.
Madonna and Guy Oseary match in similar black and white ensembles.
Madonna poses in the press room during the 23rd Annual Rock and Roll Hall of Fame Induction Ceremony at the Waldorf Astoria on March 10, 2008 in New York City.
Madonna arrives at amfAR's Cinema Against AIDS 2008 benefit held at Le Moulin de Mougins during the 61st International Cannes Film Festival on May 22, 2008 in Mougins, France.
Madonna attends MTV's Europe Music Awards in 2005 in a '70s inspired ensemble.
Madonna arrives at the 2009 Vanity Fair Oscar Party at the Sunset Tower on February 22, 2009 in West Hollywood, California.
Madonna attends the Golden Globes in a plunging black and grey dress.
Madonna attends "The Model as Muse: Embodying Fashion" Costume Institute Gala at The Metropolitan Museum of Art on May 4, 2009 in New York City.
Madonna attends the "Alexander McQueen: Savage Beauty" Costume Institute Gala at The Metropolitan Museum of Art on May 2, 2011 in New York City.
Madonna attends the "I Am Because We Are" premiere at the Palais des Festivals during the 61st International Cannes Film Festival on May 21, 2008 in Cannes, France.
Madonna attends the UK premiere of W.E. at ODEON Kensington on January 11, 2012 in London, England.
Madonna poses in the press room at the 69th Annual Golden Globe Awards held at the Beverly Hilton Hotel on January 15, 2012 in Beverly Hills, California.
Madonna launches her first signature fragrance, Truth Or Dare By Madonna at Macy's Herald Square on April 12, 2012 in New York City.
Madonna attends the press room at the 2013 Billboard Music Awards held at MGM Grand Resort and Casino on May 19, 2013 in Las Vegas, Nevada.
Madonna attends the Costume Institute Gala for the "PUNK: Chaos to Couture" exhibition at the Metropolitan Museum of Art on May 6, 2013 in New York City.
Madonna attends the Dolce & Gabbana and The Cinema Society screening of the Epix World premiere of "Madonna: The MDNA Tour" at The Paris Theatre on June 18, 2013 in New York City.
Madonna and son David Banda Mwale Ciccone Ritchie attend the 56th GRAMMY Awards at Staples Center on January 26, 2014 in Los Angeles, California.
Madonna attends The 57th Annual GRAMMY Awards at the STAPLES Center on February 8, 2015 in Los Angeles, California.
Madonna attends the "Manus x Machina: Fashion In An Age Of Technology" Costume Institute Gala at Metropolitan Museum of Art on May 2, 2016 in New York City.
Madonna attends the "China: Through The Looking Glass" Costume Institute Benefit Gala at the Metropolitan Museum of Art on May 4, 2015 in New York City.
Madonna attends the Billboard Women in Music 2016 event on December 9, 2016 in New York City.
Madonna attends 'Rei Kawakubo/Comme des Garçons:Art of the In-Between' Costume Institute Gala at Metropolitan Museum of Art on May 1, 2017 in New York City.