The most daring looks Drew Barrymore has worn, from babydoll dresses to nude gowns
Fern McErlane
- Drew Barrymore's style has evolved over the decades since her acting career began in the 1980s.
- In the 1990s, she leaned into classic grunge looks. Now, she opts for bold colors.
Barrymore has always styled striking looks on the red carpet. One of her classic grunge looks was a silver babydoll dress worn in April 1995 to the New York after-party for the premiere of "Indiscretions."
Barrymore wore the babydoll dress to the premiere after-party at Tavern On The Green, a landmark restaurant in Central Park, New York City, according to Getty Images. The event followed the premiere of "Indiscretions," an original Broadway play staged at the Ethel Barrymore Theater.
Her dress, in silver satin, was cut at a mid-thigh length and featured a square-cut neckline. The dress was paired with patent-leather Mary Jane heels and a slicked-back, blonde bob.
Barrymore channelled Elvira with a black cocktail dress at the 12th Annual MTV Video Music Awards in September 1995.
She wore a fitted, strapless black cocktail dress with a flared hem and sweetheart neckline.
The dress featured black mesh wings, and she added oversized daisies to her hair for a playful touch.
Barrymore's vampy look was completed with dark-red lipstick.
Barrymore changed her hair with a boho look in January 1996, at the "From Dusk Till Dawn" Los Angeles premiere.
Barrymore wore a floor-length, V-neck white chemise to the premiere in 1996. She layered an autumnal velvet coat over the dress, with a statement vintage necklace.
At the "Ever After" gala in September 1998, Barrymore fit the theme in an ethereal gown.
Barrymore arrived at the "Ever After" gala in a low-cut, Renaissance-inspired dress made from printed scarves.
Barrymore appeared in a tailored pantsuit for the June 2003 premiere of "Charlie's Angels: Full Throttle."
Barrymore co-ordinated with her "Charlie's Angels" co-stars in an all-white tailored pantsuit by Stella McCartney, Vogue reported. The low-cut blazer revealed a daring black triangle bikini top, with a pop of color added by Barrymore's red dangle earrings.
"We were really inspired by Destiny's Child," Barrymore told Vogue. "To me, that goes back to my love of tailoring, and it is not 'one size fits all.'"
In April 2009, Barrymore dressed with a retro flair in a backless white dress for the premiere of "Grey Gardens."
Barrymore wore the backless white dress by Andrew Gn to the Hollywood premiere of her film "Grey Gardens" in 2009, Vogue reported. Her bouffant blonde hair added a retro feel to the look.
"I was inspired by all the '60s pinup girls, and we just went real big on the hair — couldn't have more extensions in there," Barrymore told Vogue. "You could build a city inside that head."
Returning to retro styles, Barrymore wore a flapper-inspired gown to a New York City after-party in April 2009.
Barrymore went all out for a 1920s-style look in 2009, wearing an intricately beaded, nude flapper gown with a plunging neckline by Alberta Ferretti, Hello Magazine reported.
Accessories included a black mesh veil, a luxurious tan fur wrap, and a decorated clutch.
Barrymore directed the 2009 film "Whip It," and wore a bold yellow-and-black skater dress to its Toronto premiere that September.
The skater dress with intricate tattoo-style mesh detailing was by Alexander McQueen, from McQueen's Resort 10 collection, i-D reported.
Matching her dress, Barrymore's hair was dip-dyed black for an edgy look.
Barrymore wore a daring nude one-shoulder cocktail dress to the January 2010 Golden Globes.
Barrymore wore the striking nude cocktail dress with a boned corset by Atelier Versace to the 2010 Golden Globe Awards, People reported.
The dress featured Lorraine Schwartz diamonds arranged into "sea anemone adornments" on one shoulder and hip, according to People, and was selected by her stylist Lee Harris, who Barrymore had worked with for 20 years.
"He had this made for me, and I'm forever indebted," Barrymore said to Vogue. "It was the kind of dress where I just thought: hair and makeup really take a backseat. Let the dress do its thing."
To complete the look, she carried a Roger Vivier clutch and wore Jimmy Choo sandals.
Barrymore styled an embroidered Stella McCartney gown to the "Miss You Already" film premiere in October 2015.
Barrymore wore a navy satin gown with floral embroidery and a plunging neckline while attending the New York premiere of her film, "Miss You Already," in 2015.
The dress was by Stella McCartney, the brand tweeted at the time. Barrymore topped the look off by carrying a quilted bag.
She stepped out in a bold graphic maxi dress in Manhattan in April 2019.
Barrymore's street style look included a floor-length, long-sleeved graphic stripe dress with bold colors worn out in Manhattan in April 2019.
She paired the look with chunky black platform shoes and a quilted rainbow handbag.
Barrymore wore a striking yellow tulle dress in November 2021 at the CFDA Fashion Awards.
The tiered tulle dress by Christian Siriano featured a V-cut neckline and puff sleeves, People reported.
Barrymore told Vogue: "I love this dress so much. He has it in his archives. I dream about it. Every time I see it, it puts a smile on my face, and it's my favorite color — an electric yellow."
She paired the look with matching neon-yellow heels.
Barrymore wore a longline orange, red, and pink striped jacket to the Harper's Bazaar Icons party in September 2022.
Barrymore's look was by Christopher John Rogers and Ralph Lauren, Popsugar reported at the time.
The wide-striped coat was draped over a sharp white shirt and black pinstripe skirt, and paired with a wide black satin belt, neon-pink shoes, and a black ribbon necktie.
Appearing on "The Tonight Show Starring Jimmy Fallon," Barrymore paired a patterned dress with a fishnet bodysuit in April 2023.
Barrymore wore a full-length Valentino cape dress with patent leather chunky block heels, Footwear News reported.
Popular Right Now
Popular Keywords
Advertisement