Photo: Getty Images1/30November 2004Then a rising star, a 20-year-old Katy Perry channeled Joan Jett at A Celebration of the American Music Awards.
Photo: Getty Images2/30February 2008Perry went geek chic in heart-shaped glasses and a fruit-printed dress to sit front row at Betsey Johnson's New York Fashion Week show.
Photo: Getty Images3/30October 2008Her knack for head-turning showgirl style began early, judging by this strapless corset dress and floral headpiece.
Photo: Getty Images4/30November 2008Perry first got political at the MTV Europe Music Awards, wearing a sequined Jean-Charles de Castelbajac dress that featured a smiling portrait of newly elected President Barack Obama.
Photo: Getty Images5/30January 2009A soft Dolce & Gabbana lingerie dress and fur stole evoked Old Hollywood glamour.
Photo: Getty Images6/30May 2010For the “American Woman” Met Gala, Perry wore a CuteCircuit dress wired with LED lights that changed color all night.
Photo: Getty Images7/30June 2009While in London, the singer embraced the power of all-over petals in a bold statement blazer.
Photo: Splash News8/30June 2010A typical travel uniform circa 2010 meant simple black jeans and retro cat-eye frames.
Photo: Getty Images9/30June 2011This candy-covered confection was ultimately struck from Perry’s California Dreams Tour, after her hair got tangled in the spinning peppermint panels.
Photo: Getty Images10/30August 2011She wore not one, but three different looks to the 2011 VMAs, though this cheongsam-inspired Atelier Versace minidress and parasol stood out.
Photo: Getty Images11/30March 2012Head-to-toe black and blue went next level, thanks to an aquatic dye job.
Photo: Getty Images12/30March 2012Despite the cool blue ponytail, Perry's flaming Prada sandals and studded top-handle bag still lit up the Miu Miu front row.
Photo: Getty Images13/30January 2013A prim Valentino dress dotted with flowers put Perry on a more polished path.
Photo: Getty Images14/30May 2013It wasn’t on theme, but this Byzantine-inspired Dolce & Gabbana dress for the “Punk: Chaos to Couture” Met Gala went down in red carpet history.
Photo: Getty Images15/30September 2013A trip to the Chanel show called for clean monochrome, and a double-C pattern scattered over her skirt.
Photo: AKM-GSI16/30October 2013Here, she played the gamine rebel with a Saint Laurent dress and Acne leather jacket.
Photo: Getty Images17/30November 2013Never one to shy away from print, Perry paired a polka–dot Oscar da la Renta gown with an Olympia Le-Tan clutch at the American Music Awards.
Photo: Getty Images18/30January 2014A tulle Valentino Haute Couture dress with a music-note motif felt tailor-made for the Grammys.
Photo: Getty Images19/30June 2014Another dreamy Valentino number came out for her Prismatic World Tour—this one flecked with pastel butterflies.
Photo: Getty Images20/30October 2014Who could forget this life-size Cheeto suit she wore for Halloween?
Photo: Getty Images21/30February 2015Designer Jeremy Scott worked with Perry on all four of her Super Bowl halftime show looks, including this star-studded Moschino gown.
Photographed by Kevin Tachman22/30May 2015Nothing goes with a little black dress like a trompe l’oeil chain—or Jeremy Scott on your arm.
Photo: BFA23/30October 2015Going all-in at a Hillary Clinton campaign rally, in a custom Michael Costello dress and American flag cape.
Photo: Getty Images24/30November 2015For fall, Perry doubled down on dark romance by layering a velvet coat over a floor-sweeping sheath.
Photo: BFA25/30April 2016A Jeremy Scott halter dress decked out with a bright blue guitar at Coachella.
Photo: AKM-GSI26/30May 2016She kept it nice and easy at Cannes with a Valentino romper, pink Céline cross-body, and Mansur Gavriel slides.
Photo: Getty Images27/30July 2016For a subtle patriotic nod, Perry slipped on a metallic Michael Kors dress to perform at the Democratic National Convention.
Photo: Getty images28/30February 2017For Perry, wearing your politics on your sleeve meant a Tom Ford pantsuit and “persist” armband.
Photo: REX29/30February 2017According to Perry, there’s no such thing as too much glitter—see this shimmering Christopher Kane dress.
Photo: AKM-GSI30/30March 2017A bright watermelon-shaped clutch added punch to a striped Dolce & Gabbana party dress—simple, yet fun.