Drew Barrymore Looks Back On Her Best Beauty Moments From Over the Years

Beauty
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Welcome to Legends Only, a look back at the best beauty moments from our favorite celebrity legends. First up, Drew Barrymore, who walks us through her archive of hair and makeup transformations— from the 1983 Golden Globes to her full throttle look for Charlie’s Angels, here are the stories behind the glam.



After decades of being a beauty chameleon, Drew Barrymore has finally committed to a look she truly loves. “I’ve fried my hair,” she says with a laugh over the phone. “I’ve cut it off and regrown it what feels like thousand times. I’m finished, but I am so glad I played. This is it.”

The “this” that she’s referring to is a look that deserves its very own talk show: Glossy, amber-brown waves that are parted down the middle with loose boho waves that follow.

The latest hair transformation is also fitting for another one of her new gigs. The Flower Beauty founder— and host of her eponymous daytime television show—has just joined the Garnier family as the creative director and spokesperson of Garnier’s clean Whole Blends haircare collection. The collaboration was organic—Barrymore first started gushing about the brand during 2020’s Beauty Junkie Week, “completely unsolicited,” she adds. Then, the brand reached out to the star and thus began the match made in hair heaven. And while Barrymore’s current look might be “it” for a long time, that hasn’t stopped her from creating some of the most iconic and recreated beauty looks of the 21st century.

Below, Barrymore reminisces with us about six of her most memorable beauty moments—starting with an adorable red carpet moment when she was just seven to her current 2021 working-girl vibe.

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The Golden Globe Awards, 1983

“My mom used to get all of my clothing from Bonnie’s Wee Shop on San Vicente in Los Angeles. This dress came with a matching sequined comb that I have in my hair.

I’m wearing makeup, which I insisted on as a form of rebellion. My parents wouldn’t let me wear it as a kid, even though I was wearing it on set for work. Because of that, I started doing eye shadows to my hairline and going crazy with the makeup any chance I could get.”

The Academy Awards, 1998

“I didn’t feel very confident with this haircut, but now looking back on it, I love it. This was before there was so much scrutiny about everybody’s hair, makeup, and wardrobe, and I thought that I should wear what I wore in normal life to the Academy Awards. So I picked up some Marguerite daisies from the bodega and put on a ton of body glitter. I’m also a huge fan of a brick red lip because it really warms up your face. I can only imagine what people would have said about this look today.”

“Ever After: A Cinderella Story,” 1998

“I fought really hard for Cinderella in Ever After to be a brunette—and I am really lucky because the studio let me make the call on it. All past versions of this story are about this beautiful creature with blonde allure, but I wanted this one to be about someone who was both smart and capable. And it worked out really well, because the stepsister Marguerite, ended up being a blonde.

The front is my natural hair, but then it’s braided into a really long piece. It was the best way to keep my natural hairline while still having the super-long hair.”

“Charlie’s Angels: Full Throttle” New York City Premiere Pre-Party, 2003

“I rented a bus for me, Cameron [Diaz], and Lucy [Liu] to take to the premiere of the second Charlie’s Angels. I told them it was this really awesome bus with rubber chickens and Christmas lights and they somehow agreed to ride on it, which is crazy. Well, it broke down on the side of the road. The hood was smoking, but we didn’t care because we had this cooler of fabulous Champagne, and Cameron knows how to open a bottle with a knife, so she opened up the champers and we just walked from there!

This was a big eye moment for me, which I am usually hesitant of because my eyes are uneven. But makeup artist Gucci Westman knows my face and just went to town. The waves are my natural texture. I had just finished filming 50 First Dates so this look is really Lucy from ’50 First Dates’ meets Dylan from Charlies Angels.”

The Golden Globes, 2010

“I love this look so much, it’s the ultimate red carpet moment of my life. Lee Harris—my stylist who I have worked with forever—had this dress made for me at Versace.

Everything about this beauty look was about not trying. This was me pared-down and effortless, Drew being Drew. And I love this lip, which is pink with just a touch of berry in it—I spend a lot of time formulating pink lipsticks for Flower Beauty because I think they can wash you out. They need to have a touch of berry, apricot, or brown in them.”

First Day ofThe Drew Barrymore Show First Day, 2020

“These waves are the work of Daniel Howell. I love the middle part, because it goes with the whole Charlie girl-slash-old Chloe vibe that Lee Harris and I came up with for the wardrobe. I love that it’s classic and timeless, and it has a lot of movement to it—I could be in the ’70s, but I also fit in right now. As rebellious as I am, I still have moments where I want pretty girl hair. This is one of those moments come true.”

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