Down-to-earth Drew is often seen re-wearing items from her closet to different events, sometimes even over the course of several years! We’ve compiled some of our favorite examples and will continue to add more as we come across them.

navy dress

worn to a Matthew Rolston photo exhibit in 1991 and her birthday party in 1992

strappy black heels

worn in a photo shoot and to the premiere of Poison Ivy in 1992 and to the Golden Globes, 50 Years of Fashion Event, and Late Night with Conan O’Brien in 1993

black combat boots

worn in candids in 1991, to a CBS press tour in 1992, and to the Golden Globes rehearsals and an unknown event in 1993

white tee shirt with holes

worn to a Hole show in 1994 and to a Wildlife Way Station event in 1995

cork sandals

worn to the premiere of Batman Forever and in candids in 1995 and to the premiere of Beautiful Girls in 1996


plaid coat

worn to a Miu Miu fashion show in 1995 and in candids in 1996

pink coat

worn in candids with Courtney Love in 1996 and to Planet Hollywood promoting Scream in 1996


black heels

worn to Planet Hollywood and the London premiere of Ever After in 1998 and the Women in Hollywood luncheon in 1999

long black blazer

worn to the Kids’ Choice Awards in 1998 and Blockbuster Entertainment Awards in 1999

“I Walked the Line in ’79” blue tee shirt

worn to Lollapalooza in 1995, to KNB EFX shop for Scream in 1996, and in candids with Luke Wilson in 1999

pink top

worn in Flaunt 2001 photo shoot and to Riding in Cars with Boys press junket/book signing in 2001

white coat with black trim

worn to the premiere of Duplex in 2003 and a gallery event for Mario Testino in 2006

My Boyfriend is Out of Town tee shirt

worn on New Year’s Eve in 2002, to the Charlie’s Angels: Full Throttle New York premiere in 2003, and in candids in 2006

striped yellow/green tops

worn in Movieline 2001 photo shoot, Saturday Night Live 2001 photo shoot, at Playboy Mansion in 2002, and in candids in 2008

Adidas jacket

worn in candids in 2004, to a 50 First Dates screening/Q&A in 2005, and in candids in 2007 and 2009

black and white printed top

worn to Hollywood Awards Gala in 2003 and on The Today Show in 2009

knit poncho

worn in candids in 2005, 2006, and 2010

purple Anda and Masha hat

worn in Nylon 2010 photo shoot and in London in 2010


maroon dress

worn to a Grey Gardens party in 2007, at the premiere of Wild West Comedy Show in 2008, and at the ABC Upfronts in 2011


Iron Maiden tee shirt #1

worn in New York in 2003, in Los Angeles in 2008, at a karaoke bar in 2009, and at LAX in 2011


Iron Maiden tee shirt #2

worn in a photo shoot for Nylon in 2009, during Whip It promotion in Texas in 2009, and twice at LAX in 2011


pink plaid dress

worn to a Green Day concert in 2009 and in candids in 2010 and 2012


floral handbag

worn in New York in 2006, to the Early Show in 2007, and to Safe Kids Day in 2015

black Anda and Masha hat

worn in Nylon 2010 photo shoot, in London in 2010, to a Laker’s game in 2011, at LAX in 2011, in Paris in 2012, and in Las Vegas in 2015