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.
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.
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.
Barrymore kept it cool and casual at the premiere of Longtime Champion with an oversized leather jacket, crisp white tee, and silver crucifix necklace.
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.
For the premiere of the crime drama Bugsy in the early ‘90s, Barrymore decided on a delicate crocheted white dress with slightly flared sleeves.
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.
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.
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.
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.
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.
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.
The actress smiled beside her Charlie’s Angels co-star dressed in a long-sleeved floral gown complemented with a velour clutch.
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.
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.
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.
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.
Barrymore picked a stunning strapless black gown with sequin details for the 2005 Oscars red carpet.
Later that year, she attended a special screening of Perfect Catch, dressed in a backless brown ensemble with a wavy hairstyle.
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.
Barrymore was snapped at the 2007 Golden Globes in a drapey light pink gown designed by John Galliano for Dior.
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.
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.
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.
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.
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.
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.
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.
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.
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.
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.
Barrymore looked chic in a black-and-white ensemble styled with tinted sunglasses, metallic sandals, and a ‘70s-esque middle part.
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.
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.
Another event, another cape dress. Barrymore showed up to the Time100 Gala in this pretty blue and white number with a flowy hem.
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