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Drew Barrymore outside "The Late Show with Stephen Colbert" on Jan. 28, 2025 in New York, New York.
©2006 RAMEY PHOTO 310-828-3445

DREW BARRYMORE AND THEN BOYFRIEND JAMIE WALTERS BACK IN 1992 OUT ON THE TOWN.

WD (Mega Agency TagID: MEGAR126100_1.jpg) [Photo via Mega Agency]
Actress Drew Barrymore is shown on Oct. 29, 1992.  (AP Photo/Mark Lennihan)
©1997 RAMEY PHOTO AGENCY 310-828-3445ELIZABETH TAYLOR'S 65TH BIRTHDAY CELEBRATION, at the Pantages Theater.  Liz Taylor seen being escoted byMichael Jackson, to her AMFAR fundraising gala birthday bash. Even though she is about to under go surgery to remove a brain tumor, Liz looks like she is in good spirits.Selma Hayek, Drew Barrymore, Rachel Hunter, Claudia Schiffer & David Copperfield, David Schwimmer, Christine Branski, Steven Seagal & wife, Hugh Grant & Liz Hurley(photo only) Carrie Fisher, Christina Applegate. 2-17-1997JR (Mega Agency TagID: MEGAR126087_21797.jpg) [Photo via Mega Agency]
Photo by: Stephen Trupp
STAR MAX, Inc. ©1998
ALL RIGHTS RESERVED
Telephone/Fax: (212) 995-1196
7/3/98
Drew Barrymore at promotional event for her new movie, "Ever After".
(Planet Hollywood, NYC) (Star Max via AP Images)
26 Images

Drew Barrymore brought extra zest to “The Late Show with Stephen Colbert” last night, Jan. 28, with a glamorous black ensemble rounded out by bold platform pumps.

Drew Barrymore outside "The Late Show with Stephen Colbert" on Jan. 28, 2025 in New York, New York.
Drew Barrymore outside “The Late Show with Stephen Colbert” on Jan. 28, 2025 in New York, New York.MEGA/GC Images

The actress and talk show host, who is now featured in the center square in a revival of the game show “Hollywood Squares,” opted for a business-meets-flamboyance aesthetic. She wore a black collared button-down blouse with a long, flowy black A-line skirt adorned with light-catching square-shaped sequins; the dynamic garment was thus rich in texture and ultra shiny, serving as the centerpiece of her ensemble. Her accessories included a layered look on her wrist including a silver watch and a winding silver chain interspersed with pearls.

A closer look at Drew Barrymore’s shoes worn on Jan. 28, 2025.

Not to be overlooked, Barrymore’s shoes also played a major role in her outfit. She put on a pair of sleek black pumps with a hefty platform emboldening the silhouette in front while a thick block heel measuring several inches lifted up the set in back. The design included a rounded toe in addition to a thin ankle strap featuring a small gold buckle. A versatile style, the shoes looked like the same pair she donned for an appearance on “The Tonight Show Starring Jimmy Fallon” in 2023. The silhouette strongly resembled Valentino Garavani’s black platform Tan-Go pumps. It’s a silhouette many celebrities have worn in the past, including Kate Beckinsale and Beyoncé.

Watch on FN

Chloe Bailey, The Drew Barrymore Show, Dress, Knee-High Boots
Chloe Bailey appears on “The Drew Barrymore Show” on April 13, 2023.

When it comes to footwear, Barrymore doesn’t shy away from bold silhouettes with platforms and towering heels, as is also visible in the photo above from a 2023 interview with Chloe Bailey. Not limited to a single aesthetic, she’ll also go casual in sneakers or other silhouettes. See her street style evolution below.

Drew Barrymore, street style, heels, platform, boots
Drew Barrymore’s Street Style Evolution Through the Years
Shopping with FN
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Drew Barrymore Wears Bold Black Platform Pumps On 'The Late Show'
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