34 Throwback Photos of Drew Barrymore on the Red Carpet

drew barrymore sydney portrait shoot
Drew Barrymore's Most Stunning Red Carpet LooksNewspix - Getty Images

Drew Barrymore has been a Hollywood fixture since she was cast in Steven Spielberg’s foundational sci-fi film E.T. the Extra-Terrestrial, at the young age of six. Since then, the performer has acted in a long list of iconic flicks, including Charlie’s Angels, Ever After: A Cinderella Story, Never Been Kissed, and 50 First Dates. Not to mention, she’s also penned several books and launched her own talk show, The Drew Barrymore Show, in 2020.

Besides being an artistic multihyphenate, the Hollywood star is also a style icon. From her laidback slip dresses and jean jackets of the 90s to her beaded couture gowns from more recent years, no one does it quite like Drew. Ahead, we take a look back at some of her most iconic style moments.

January 1983

Barrymore’s undeniably good style goes all the way back to the early ‘80s. The actress is pictured here wearing a ruffled lilac dress with white tights and patent leather shoes to attend the 1983 Golden Globes. E.T. won two Golden Globes, Best Drama Motion Picture and Best Original Score, out of its impressive five nominations that night.

drew barrymore file photos
Barry King - Getty Images

March 1985

The star sported a magenta dress with puffy sleeves and a simple gold necklace at the People’s Choice Awards in 1985. Her black velvet stole added some contrast and texture to the look.

11th annual people's choice awards
Ron Galella - Getty Images

May 1990

Barrymore kept it cool and casual at the premiere of Longtime Champion with an oversized leather jacket, crisp white tee, and silver crucifix necklace.

century city premiere of 'longtime companion'
Vinnie Zuffante - Getty Images

February 1991

During the Los Angeles premiere of Sleeping with the Enemy, she donned a swept-up hairdo, a structured khaki overcoat, and sported a bright red lip.

westwood premiere of 'sleeping with the enemy'
Vinnie Zuffante - Getty Images

December 1991

For the premiere of the crime drama Bugsy in the early ‘90s, Barrymore decided on a delicate crocheted white dress with slightly flared sleeves.

beverly hills premiere of 'bugsy'
Vinnie Zuffante - Getty Images

May 1992

The actress stepped up her style game even higher at the Poison Ivy premiere in a short black dress with a simple silver necklace, flashing a smile for the photographer. Her dyed dark tresses really set the tone.

west hollywood premiere of 'poison ivy'
Vinnie Zuffante - Getty Images

May 1993

The trend-setting Barrymore decided to go for a more laid-back look for the Sliver premiere. She’s pictured here wearing a boxy denim jacket with white contrast stitching, a beaded choker, and tinted blue glasses. The best part? The Mickey Mouse backpack flung over her shoulder.

sliver los angeles benefit premiere
Steve.Granitz - Getty Images

June 1995

The star smiled sweetly at the paparazzi in a loose-fitting white shift dress and black wedge sandals. Her delicate daisy barrette was a nice touch, too.

batman forever los angeles premiere
Kevin.Mazur - Getty Images

April 1997

Barrymore walked the red carpet for Scream in a colorful chevron-printed dress with delicate spaghetti straps. While she wasn’t in the movie for long, she set the tone of the whole franchise by appearing in the film’s very first scene.

drew barrymore at scream premiere
Dave Benett - Getty Images

March 1998

She kept the floral motif going when she showed up to the 1998 Academy Awards dressed in a sparkly black gown accessorized with a sweet flower hair clip.

the 70th annual academy awards red carpet
KMazur - Getty Images

July 1998

That same year, Barrymore turned heads on the red carpet when she waltzed into the Ever After premiere dressed in an eye-catching satin black gown. Her perfectly coiffed hair and bold red lips were the cherry on top.

la premiere of andy tennant's movie 'ever after'
Frank Trapper - Getty Images

November 2000

The actress smiled beside her Charlie’s Angels co-star dressed in a long-sleeved floral gown complemented with a velour clutch.

lucy liu and drew barrymore at charlies' angels premiere
Tim Graham - Getty Images

October 2001

Barrymore proved once again she’s all about accessories when she wore a black wide-brimmed hat to the Donnie Darko premiere party. She’s pictured here waving to cameras and greeting fans.

celebs at nightclubs
David Klein - Getty Images

March 2002

The actress struck a pose on the E.T. 20th Anniversary red carpet dressed in a cropped green jacket, white flared bottoms, and a lightweight blouse.

20th anniversary premiere of steven spielberg's 'et the extra terrestrial' red carpet
Ron Galella - Getty Images

June 2003

She rocked white again when she showed up to the Charlie’s Angels Hollywood premiere in a white pantsuit styled with a black bra top. She also matched her co-stars that evening.

drew barrymore, lucy liu and cameron diaz
Kevin Winter - Getty Images

February 2004

Floral accessories for the red carpet? Groundbreaking. The award-winning actress donned a chic cream-colored flower hairpiece with a simple black dress at the 50 First Dates premiere in 2004.

premiere of 50 first dates
Frederick M. Brown - Getty Images

February 2005

Barrymore picked a stunning strapless black gown with sequin details for the 2005 Oscars red carpet.

the 77th annual academy awards red carpet
KMazur - Getty Images

July 2005

Later that year, she attended a special screening of Perfect Catch, dressed in a backless brown ensemble with a wavy hairstyle.

the perfect catch vip screening
Dave M. Benett - Getty Images

May 2006

During the 2006 Met Gala, the actress wowed onlookers in a lacy black number styled with a sparkly clutch and a simple red lip. Her loosely pinned updo allowed her outfit’s unique neckline to shine bright that night.

met presents anglomania the costume institute benefit gala
Peter Kramer - Getty Images

January 2007

Barrymore was snapped at the 2007 Golden Globes in a drapey light pink gown designed by John Galliano for Dior.

usa 64th annual golden globe awards arrivals
Frank Trapper - Getty Images

February 2007

In 2007, the actress stole the show for the premiere of her film Music and Lyrics in an exquisite black gown accessorized with chunky gold bangles and hoop earrings.

music and lyrics los angeles premiere red carpet
Jeff Kravitz - Getty Images

January 2009

Barrymore knocked this look out of the park. It featured an asymmetrical neckline, exaggerated tulle mermaid hem, and a voluminous hairstyle. This red carpet ensemble perfectly combined elegance and extravagance.

66th annual golden globe awards red carpet
NBC - Getty Images

February 2009

The actress posed for a photo on the He’s Just Not That Into You red carpet donning a 1960s-inspired hairdo, bedazzled statement earrings, and a chic black dress with a draped silk neckline. Her pale pink lipstick tied the whole look together.

he's just not that into you los angeles premiere red carpet
Lester Cohen - Getty Images

April 2009

One word: wow. Barrymore dazzled during the Grey Gardens premiere in an incredible flapper-esque outfit complete with intricate beaded detailing and a mesh headpiece. The breathtaking getup was designed by Alberta Ferretti.

hbo films presents the premiere of grey gardens arrivals
Michael Loccisano - Getty Images

April 2009

Barrymore kept the gorgeous looks coming when she showed up to the Grey Gardens Los Angeles screening in a white drapey dress with a vibrant, beaded neckline, and turquoise jewelry.

hbo films' grey gardens los angeles premiere red carpet
Jeff Vespa - Getty Images

September 2009

For the 2009 Emmy Awards, Barrymore dominated in a strapless blush gown paired with a red lip and delicate updo. Monique Lhuillier designed the dress.

actress drew barrymore arrives on the re
ROBYN BECK - Getty Images

January 2010

In 2010, Barrymore posed with her Golden Globe award, which she deservedly won for her performance in Grey Gardens, wearing a sculptural sequined outfit by Atelier Versace.

67th annual golden globe awards official hbo after party red carpet
Jeff Kravitz - Getty Images

January 2011

The actress was snapped in a bright orange strapless gown with a gathered hem at a Covergirl event. Her loose hair and rosy cheeks complemented the cheery outfit perfectly.

covergirl celebrates their 50th anniversary red carpet
Jeff Vespa - Getty Images

January 2014

Everything’s coming up roses. The movie star walked the 2014 Golden Globes red carpet in a lovely short-sleeved gown dotted with heart-shaped fabric flower petals and embroidered vine details. The look was created by none other than Monique Lhuillier.

nbc's 71st annual golden globe awards red carpet arrivals
Christopher Polk/NBC - Getty Images

October 2015

In 2015, she attended a film premiere at the Museum of Modern Art in a satin Stella McCartney gown that featured a plunging neckline and floral design.

celebrity sightings in new york city october 25, 2015
James Devaney - Getty Images

November 2019

Barrymore looked chic in a black-and-white ensemble styled with tinted sunglasses, metallic sandals, and a ‘70s-esque middle part.

2020 breakthrough prize red carpet
Tim Mosenfelder - Getty Images

November 2021

The actress stunned in a yellow Christian Siriano gown designed with exaggerated sleeves and a tiered hem. She accessorized the look with emerald earrings and a ring, which perfectly complemented the gown’s bright hue.

us entertainment fashion cfda awards
ANGELA WEISS - Getty Images

June 2022

The following year, Barrymore easily pulled off bright colors at another event; this time she decided to go for a magenta-tinted Valentino dress with a cape. She accessorized the luxe look with statement-making turquoise jewelry.

49th annual daytime emmy awards red carpet
Variety - Getty Images

April 2023

Another event, another cape dress. Barrymore showed up to the Time100 Gala in this pretty blue and white number with a flowy hem.

time100 gala
Nina Westervelt - Getty Images

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