Drew Barrymore is a true Hollywood icon. The actress, producer, director, author, and Flower Beauty founder has been in the industry since 1980. She, of course, achieved fame through her role in 1982’s E.T., and went on to become one of the most famous child actors of all time.
Since then, Drew Barrymore has become one of the most beloved actresses in Hollywood, starring in over 50 movies, and we’ve loved watching her style transform along the way. From the distressed denim and leather jackets that were her staples in the ’90s both on the red carpet and off, to her flower child period, to the easygoing glam we love her for now, Barrymore’s beauty and style evolution has been a fun one to watch.
Now, in celebration of her 44th birthday on February 22nd, we’ve compiled a list of all of our favorite moments of Drew Barrymore’s beauty and style evolution.
At only 8 years old, Drew Barrymore had already started exhibiting her full glam potential. Who among us wouldn’t wear this entire outfit like, tomorrow?
11-year-old Barrymore is rocking the ultimate ’80s outfit here: oversized plaid blazer (with shoulder pads, of course), calf-length skirt, and big, tousled hair.
Looking like a true teenage dream in effortless waves, a chic dress, and cowboy boots.
Long blonde hair, an oversized leather jacket, and a red lip would go on to become Barrymore’s signature look for many years—and we wouldn’t have it any other way.
From the brown lipstick to the distressed denim, paired with a simple cardigan, this is peak ’90s Drew Barrymore.
We’re obsessed with this short hair, jean shorts, and blazer combo. The chunky platforms make this look so very Drew.
At the Fourth Annual (!) Billboard Music Awards, Barrymore pulled out all the stops in this stunning white gown, multi-layered pearl choker, and Old Hollywood curls.
Pairing a pastel nightgown with dark lipstick and flower hair pins, this is when we started to see Barrymore really coming into her own style.
Still on the massive nightgown trend of the ’90s, but this time with a printed coat and dark bob.
Barrymore brought the flower pins back for the 1998 Oscars, pairing the hair accessory with a glamorous black gown, for one of our favorite looks of hers ever.
Barrymore went full flower-child chic on her way to a taping of The David Letterman Show.
All of a sudden, Barrymore emerged as a full-on glamazon, sporting voluminous, caramel waves, and a sleeker style.
We love when Barrymore experiments with different hairstyles, and this massive blowout is no exception. Paired with a sleek dress and heels, this is one of her most daring beauty looks.
Opting for a darker shade of brown hair, the actress resurrected her love of dark lipstick, but this time paired it with a sophisticated gown.
Debuting her lightened locks, Barrymore stepped out in a bright yellow gown and gold stilettos—a color combo we don’t often see on the actress.
Trying out the strawberry blonde shade we now know and love her for, Barrymore looked amazing in glam curls and a cute minidress.
A long-sleeved sequin dress paired with black tights is so 2009, and this blonde shaggy bob might be our favorite Barrymore haircut of all time.
We love the updo and bare neckline with this dramatic, structural Monique Lhuillier gown.
Back to strawberry blonde and sporting the flowy, boho style we’ve come to expect from Barrymore these days.
Choosing Monique Lhuillier once again, a pregnant Drew Barrymore looked radiant in florals at the 2014 Golden Globes.
Donning beautiful mermaid waves and a printed dress, this is peak Drew.
The actress certainly loves her prints, and she pulls them off well, as exhibited at BeautyCon in 2016, where she went for an easy blowout to let her dress do all the talking.
Who can forget this breathtaking Drew Barrymore moment? The actress looked stunning in a metallic, pleated, yes, you guessed it, Monique Lhuillier at the 2017 Golden Globes.
Easy waves, a red lip, platform heels, and a flowy dress. Can you get more Drew Barrymore than that?