In Stella McCartney at the My Valentine video première in L.A., 2012
"Gwen’s general rule of thumb is that an outfit always has to have an avant-garde twist to it,” says stylist Mariel Haenn. “Even when she goes for something classic, it has an edge to it."
Alberto E. Rodriguez/Getty
In Zuhair Murad at a taping of The Voice in L.A., 2015
“Recently she has been into sparkle and I think that may have something to do with being on The Voice. The second you're on TV, a dress like this really lights up.”
Trae Patton/NBC/Getty
In Dolce & Gabbana at a luncheon for The Hollywood Reporter's celebration in L.A., 2015
"Gwen has so many different sides to her style. She can pull off something that's fifties-inspired, sixties mod, or seventies bohemian, all with the same ease."
John Shearer/AP
In Valentino at the Golden Globe Awards in L.A., 2004
“She does an Old Hollywood look so well. And if she’s in a Marilyn Monroe mood, we all get really inspired by that.”
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In L.A.M.B. at the Nickelodeon Kids' Choice Awards in L.A., 2007
“Since Gwen is a designer, she has a real appreciation for the details of an outfit. In our fittings, she is always saying things like, ‘Wow, how did they think of that?’”
Kevin Mazur/WireImage
In Maison Margiela at the Met Gala in N.Y.C., 2013
“Her red carpet looks usually start with the dress and then we decide on hair and makeup. If the dress is really modern, the hair or makeup is usually a little retro and vice versa.”
BFAnyc.com/REX/Shutterstock
In Louis Vuitton at the MTV VMAs in Miami, 2004
“The best part of working with Gwen is that she’s willing to take a fashion risk. She always tries something on even if it's outside of her comfort zone at first."
Frank Micelotta/Getty
In Yanina Couture at the Vanity Fair Oscar Party in L.A., 2016
"Yulia Yanina’s designs are perfect for Gwen because they are sexy in a subtle way."
Jon Kopaloff/FilmMagic
In L.A.M.B. at the MTV VMAs in Miami, 2005
"Gwen is always open to experimenting with new colors, textures, and prints. Her favorites are leopard, plaid, or tribal-inspired.”
Chris Polk/FilmMagic
In Marchesa at the Glamour Women of the Year Awards in L.A., 2016
"She loves to wear Marchesa. Georgina and Keren really know how to do a flirty, feminine gown that also feels really cool.”
Stefanie Keenan/Getty