Woman Crush Wednesday: Drew Barrymore

Don’t you kind of want Drew Barrymore to be your best friend? The starlet just radiates warmth and positivity. And her wardrobe’s pretty awesome, too! With a career spanning decades, her red carpet style has evolved, but you can tell she’s always stayed true to herself.  The Drew Barrymore look is elegantly bohemian, with floral prints galore and just a touch of punk-rock edge.

Here are Drew’s best outfits ever:

At a film screening in Los Angeles, May 1990

Drew Barrymore, May 1990

Drew is the epitome of the ’90s bad girl in this punk rocker-worthy outfit. We firmly believe that every girl NEEDS a motorcycle jacket. If you don’t have one, check out our Michelle Jacket in Black, pictured below.

Pink Martini Collection Michelle Jacket in Black

At a Rolling Stones concert at The Hard Rock Hotel, February 1998

Drew Barrymore, February 1998

How adorable does Drew look in the retro dress? She looks like she should be swing dancing!

At the premiere of Never Been Kissed, April 1999

Drew Barrymore, April 1999

This is Drew at her hippiest, and we love it! This look would totally be at home among this season’s ’70s-inspired collections.

At the Golden Globe Awards, January 2007

Drew Barrymore, January 2007

Drew looks like a Grecian goddess in this stunning dress. The whole look is very minimal, but it makes a big impact.

At the Hollywood premiere of Grey Gardens, April 2009

Drew Barrymore, April 2009

Here Drew does the boho thing again, but in a more wearable way. The polished hair and makeup balances out the gypsy-style dress and jewellery.

At the Toronto International Film Festival, September 2009

Drew Barrymore, September 2009

Drew visited our home city and looked like a rock star. From her black-tipped hair to her dress, which reminds us of tattoos and spider webs, she’s embracing the punk spirit.

On The Tonight Show With Jay Leno, February 2012

Drew Barrymore, February 2012

Drew looks fantastic in bright colours. She effortlessly rocks a mod/flower child look in this punchy dress paired with opaque tights and purple heels.

On Late Night With Jimmy Fallon, March 2013

Drew Barrymore, March 2013

A year later, Drew’s still killing it in florals on the late-night show circuit. The red flowers on the pants perfectly complement her shoes.

In New York, September 2013

Drew Barrymore, September 2013

When has a busy mom-on-the-go ever looked so chic? In a slouchy sweater and boyfriend jeans, Drew looks comfy but polished. And the Chanel loafers lend the whole look a touch of elegant sophistication.

At the Golden Globe Awards, January 2014

Drew Barrymore, January 2014

A pregnant Drew is positively glowing in this gorgeous floral frock. In this outfit, she proves that you can be pregnant AND fashion-forward. The orangey red of her lipstick echoes the bright hue of her heels and some of the flowers on the dress.

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