Fashion

Drew Barrymore's Style Evolution

From '90s on-screen favorite to 21st-century stylish mother of two, celebrate Drew Barrymore's birthday with a look at her ever-changing style.

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Alongside Winona Ryder and Kate Moss, Drew Barrymore's cropped jeans and choppy hairstyles helped to define the glory days of '90s grunge. As an actress and mother of two kids, Olive and Frankie Barrymore Kopelman who she had with ex-husband Will Kopelman, Barrymore switched up her style numerous times over the years. An enigmatic personality, Barrymore had many unconventional casual red carpet moments like her look at the 1995 film premiere of Tommy Boy. She is also proven more than capable of carrying a glamorous red carpet gown at major awards shows like the Golden Globes, MTV Awards, SAG Awards, and more. 

The Charlie's Angels star is now the host of her own talk show The Drew Barrymore Show, and her work attire is definitely not that of a punk-loving teenager. The multi-hyphenate can now often be seen on screen in a colorful jumper, bohemian chic dress, or pussy-bow blouse. Barrymore’s talk show is described as “optimism tv” and features the actress cooking and chatting with various celebrities like Rita Ora, Jason Briggs, and Jennifer Love Hewitt. The show’s website also includes a blog-like peek into the host’s weekly style choices called Drew’s Dressing Room, for audience members to shop her daily outfits.

Of all the ‘90s actresses turned 21st-century boss lady and mom, Barrymore has definitely had some of the most personal style switch-ups. From leather jackets to tomboy pixie cuts to elegant red carpet gowns, Barrymore has been around the block and back again when it comes to personal style. In celebration of the star's 48th birthday, L'OFFICIEL recounts the evolution of her dress from '90s it-girl to red carpet glamour

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The 90's it girl at the 1990 premiere of "The Freshman."
Barrymore sporting a grunge look at the ET Adventure Ride opening at Universal Studios Hollywood in Universal City, California in June of 1991.
In 1992, the actress attended the 8th Annual Rita Hayworth Gala in New York City wearing a playful take on a classic suit.
Barrymore in denim and showing off a new bob at the 50th Annual Golden Globe Awards in Los Angeles, California in 1993.
Barrymore dressed in true "tom boy" fashion for the 1995 premiere of "Tommy Boy."
Photographed in 1996 at the Kids For Kids fundraiser in New York City with a striking black hair color, something she cycled in and out of.
The actress looking quirky and cute with close cropped bangs and a floral dress at the Rolling Stones concert at the Hard Rock Hotel in New York City in 1998.
Barrymore at the "Blue Streak" premiere in Los Angeles in September of 1999 in a simplistic, diaphanous turtle neck and conservative grey maxi skirt.
The actress in a '70s-inspired get up for the 2000 premiere of "Charlie's Angels" in Los Angeles.
Barrymore posing in a casual tomboy-ish outfit at Nickelodeon's 14th annual Kid's Choice Awards in 2001.
The actress in an all-black classic, suited look for the 2003 Clive-Davis Pre-Grammy Party in New York City.
Barrymore in a bright orange dress and dirty blonde hairdo for the 2005 Cover Girl Cosmetics anniversary party.
The 2010 Golden Globe winner in a glamorous crystalline Versace gown.
At Coach's 2016 75th anniversary fashion show, the actress showed out in a graphic Coach ensemble.
Arriving in Paris in 2017, Barrymore is dressed down in a mismatched trench, boho maxi dress, and Ugg boots.
Post-pregnancy in 2020, Barrymore stepped out in this bold jumper and rainbow handbag.
Barrymore stole the show in a bright yellow Christian Siriano gown for the 2021 CFDA Fashion Awards.
Arriving at the Christian Siriano show in February of 2022, Barrymore once again painted the town red in this gorgeous oversized suit.

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