Drew Barrymore: My Style Icon

09/21/2006 at 11:58 AM ET

Okay, I’m envious. Drew Barrymore has the hot boyfriend with the sexy name (Fabriiiiiizio!), she’s her own boss (at Flower Films), she hangs with Cameron Diaz (and you know that means Justin too), she can pull off the reddest red lipstick out there — and, this is what really kills me, she can wear the perfect pencil skirt and heels and look so sophisticated one night. . .and the next? She’s Miss Downtown Hipster, with her expertly worn-in rocker tee, aviators and jeans (left). I mean, did you see her at Fashion Week (right)? It’s as if anything she does, from hosting the Calvin Klein afterparty to standing in the balcony at Fab’s Strokes shows, she’s totally at ease (and must have the best closet). She’s dressing just the way a 31-year-old woman should: still fun and sexy, yet womanly — with a little edge. I love her both ways, but tell us: Which look do you prefer on Drew: rocker cool or sexy sleek? — Janice Morris

Photo: rki/Finalpixx; Andrew H. Walker/Getty

FILED UNDER: Drew Barrymore , Fashion
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Showing 58 comments

niquinon on

I think both, it all depends on the ocassion… one is informal the other is formal.

Liza on

I absolutely agree. She’s effortless. And on top of it all, has a fantastic body, built like a woman and proud of it. It’s nice to see some celebrities aren’t catering to the thin trend. She’s lost some weight since her Charlie’s Angel days but she did it to be healthy and didn’t become a stick figure as a result.

Rebecca on

Its nice to see a woman dress her age! Hollywood needs to take a look at Drew and see that she is the defination of class. Your beautiful Drew!!

kelsey on

i think she is sooo cute.
and she has the best clothes like EVER. :D

MTP on

I love her in everything she wears and every movie she makes is so cute!!

Brittany on

Drew looks fabulous in her pencil skirt and i love her hair and make-up choice! You go girl…show off your rockin’ bod you worked so hard for!! :o)

Christine on

I think both style are great! I love Drew in her laid back clothes but she really steals the show with her glamourous yet sophisticated outfit! I love it!

Krista on

I think Drew is a beautiful woman. She looks good no matter what. I do think that she looks AWESOME all dressed up.

Laurie on

I dont care for the first outfit, I dont think its pulled together and looks too 80ish, although i know some of that style is in, its just too much.
BUT her sexy sleek outfit is awesome! Love it love it love it!!!! She looks AMAZING!

Nikki on

I think she’s really cute and looks good both ways.

Chita on

I think Drew looks gorgeous!!! I love the dark hair and the black on black outfit. This lady can sometimes not look so nice, but she really stole the show with that sexy look!

Lyds on

I think she’s hot either way. I prefer the sleek one a little better..but that is just personal preference.

Renae on

Drew looks amazing as always. She’s a beautiful girl and has the personality to back it up. She’s one of my favorites…. A REAL hollywood star!

Lisa on

I just love Drew Barrymore! She looks great. Way to go Drew!!

Barbara on

Drew always looks great, but I especially like the pencil skirt look… the outfit is great on her, and the rich brown hair really suits her.


Rebecca on

Drew looks fabulous in the “sexy sleek” outfit! She truly is a class act in all ways, and I love the fact that she has a very natural figure. She’s one of the most non-fake celebrities. The “rocker cool” outfit is not my favorite, but it’s not sloppy either.

witchblade on

love it!!!! purrrrrfect!

Laura on

I absolutely love Drew’s style. There is defiantly something effortless about her style. I usually love everything she wears; I wish I could steal her closet or at least get a peek. And I covet her hair and clothes.

Kseniya on

The look on the right is GORGEOUS. Why can’t she dress like that all the time?

Norah on

Drew should dress formal like that all the time. In picture number one….she looks frumpy. She looks very good with the sleek up do and all in black.

~Andrea~ on

Drew looks so sleek and stylish and put together in the black outfit! And she looks relaxed and casual in the other picture which was probably appropriate for the occasion.

jen on

she looks INCREDIBLE dressed so classy. the dark hair is perfect for her!! she’s truly from hollywood royalty yet still seems so REAL. thanks drew! ;)

Lea on

drew is known for laid back looks and when she dresses up she doesnt try too hard! I love the slick sophisticated look!

Aubryn on

I most def like her sexy sleek. She looks soo much better

Dana on

I absolutely think she looks classy in the skirt and the up-do hair she has going on! Drew looks gorgeous here but – I would have to say the “dress down” look and the fact that she looks like she hasn’t done anything w/ her hair & make-up she just looks CUTE! Drew…..go stylin’ girl!!!!

unedrewbie on


Amy on

Drew looks pretty in both photos. But if I had to choose either rocker cool or sexy sleek I would say sexy sleek.

Christine Stephenson on

There is not one celebrity that is as interesting and genuine as Drew Barrymore. I am so happy for the way her life and career are moving along. She always look healthy and different and new. One day, her children will be lucky to call a great girl like her mom.

ashley on

Drew Barrymore is my syle and celebrity icon. She totally has a real body too, which is great because i could wear what she does. I perfer her dressed down because she looks really uncomfortable with all that make-up on.

Nikki on

I like both look’s on her, I think anything Drew wears is stylish! I’ve alway’s liked her and I love all of her movies. She has such a carefree good personality, I will alway’s think she looks good in whatever she may wear!

Rob on

wow ive never seen you look so nice and sophisticated. older is agreeing with you. you seem like the type of girl i could hang out with.

drewFan on

I think Drew is one of the most versatile actresses out there if not one of the few and I think she can pull anything off; but I dont think I’ve never seen her as beautiful as she looks all glamed up. I think this is the best she’s ever looked!!

Smartgirl on

This question is irrelevant. Both looks are for different occasions. I wouldn’t suggest she glam up in heels and a skirt to head to the grocery store. *yawn* NEXT!

J. on

Love her! She pulls off both looks with ease. What a georgeous woman!

Frances on

I love Drew!! She is such a beautiful fun girl. I think she looks great in both outfits!

Meghan Maitland on

I think that Drew looks fabulous no matter what she is wearing. But if I had to choose I would pick her unique boho/rocker style.

jenny on

I think what looks best on Drew, other than the great clothing choices, is her self-confidence. That’s what’s most attractive in a woman.

gina on

She is simle and gorgeous in her “just as she is” attitude. WHo would not appreciate that? SHe dresses up beautifly and dresses down cool! LOVE IT!!!

Natalie on

I like both. She can dress down and dress up. Drew Barrymore is a beautiful woman. I remember awhile back, some of my guy friends were asking who the sexiest Charlie’s Angel was…hands down they said Drew Barrymore, and I can see why. Since when do you have to look spectacular when you’re dressing down? She’s wearing what feels comfortable. When you’re going to the grocery store, you don’t have to dress in heals and such. Throwing on a shirt and pants and being comfortable wearing flip flops, is def. cool and shows she can ‘get down’ with the rest of us.

elly on

i love drew berrymore da way she dresses and her acting
shes a perfect idol and she didnt become one of those skinny skinny freak shes perfect 4 a women .

reyan on

she is so cool although she is not a slave of fashion.

Saba on

she looks kind of fug. except replace kind of with really. She’s fat, too; if you ever saw her in a swimsuit, she has a huge gut hanging out. But props to her for loosing 20 lbs. Hate to be so negative, but this is Hollywood… atleast she’s talented.

lisa on

DREW is awesome. She’s a class act. And she looks great! The new hair color is great too! What a good person.

That Girl on

I’d be able to be fabulous too if I had a team of stylists on my payroll. Yeah, she looks great and she’s a talented actor. But I don’t envy her.

Brenda on

I love Drew- I have always been a big fan.
She can pull anything off-
I love her both ways- all glammed up she is top notch!
Drew has that sexy edge. Her and Fab are the cutest:)

Eiram on

Drew rocks!!!!!!

Stephanie on

L-O-V-E Drew Barrymore! I couldn’t believe the formal pic was her! I’d have to say that I prefer the casual pic just because it appears to be more “her”. She looks beautiful either way though. She is truth to Hollywood that a woman can be gorgeous and talented without weighing 80 lbs. GO DREW!!

Jen Stone on

She looks so pretty when she is dressed up.

Alice on

sexy and sleek. DEFINATLY

Christina on

I say both! I LOVE Drew Barrymore! She’s one of the few (lucky) people that can pull off any look!

night on

Drew always looks cute, and happy. She is adorable no matter what she wears.

Stacy on

Drew Barrymore is beautiful, and hott no matter what she wears!!!

rachel b. on

The Sexy Sleek!

Sam on

Drew is an amazing actress…Not only can she pull off everything she does beautifully, she has a real WOMANLY body that EVERY girl and woman admire. She is a true star!! (:

Saniat on

Really Drew is an amazing. real woman. can’t pull out my eye from her. I don’t know why………

Animesh on

In the amazine world drew is milestone 4 me.I think both style are great! I love Drew in her laid back clothes but she really steals the show with her glamourous yet sophisticated outfit! I love ! BUT her sexy sleek outfit is awesome! i lv her 4ever

Courtney on

Everyone seems to tell me that i look like Drew with dark hair.. so id figured id google her to see. i found this site and i really like her style as do all of yall. i am more of the laid back rocker version of Drew if i do say so myself lol but i wish i could pull of her classy look; she is stunning!

Kate on

i think she looks great in EVERYTHING she wears. i love the outfit on the left because it looks like something ur average person would wear. and the outfit on the right because it looks great on her. Alot of my favorite movies have her in them, cause she is just so relateable. LOVE YA DREW! keep on being awesome!!!! <3 :D

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