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How Would YOU Wear It? Hilary Duff

Hilary Duff is a newcomer to How Would YOU Wear it? but it was only a matter of time before she ended up here. Back when she was known for playing Lizzie McGuire, she could pull off her too-trendy ensembles because she was young and innocent. But now that she's a blossoming woman - she should know better!

Here, at an ESPY awards pre-party at the Roosevelt Hotel, Hilary looks downright cheesy. I would have axed out those tired big gold hoop earrings (note to Hilary: you don't have to wear those earrings everywhere, you know!). Next I would have ditched that loud chain-link top and opted for a fun tunic. I would have kept on the black leggings, camel handbag and white pumps because they're fun.

How would YOU wear it?

P.S. Maybe she should take some pointers from big sis? Just a thought!


veronicaraye veronicaraye 10 years
throw away that shirt..
wynnkey wynnkey 10 years
A few options: 1) Nix the black leggings/skinny jeans (they're ill-fitting and don't fall well on her), change the bag to something less busy, wear simpler earrings (plain hoops would have been cool), keep the white shoes. If that's too short... 2) Nix the outfit, keep the shoes, wear a LWD and rock it. And change the bag. I really don't like anything about what she's wearing, to tell you the truth. Except the shoes. Haylie looks great though. :)
AngelGrl135 AngelGrl135 10 years
just switch the shoes and its perfection......
lola21 lola21 10 years
loss the bag and the earring
SassAndBide SassAndBide 10 years
SassAndBide SassAndBide 10 years
even haylie looks better and i dont even like haylie the patter on hilarys' top though is sorta cute but the outfit altogether is a lil off cuz of the leggings and all
Fashion Fashion 10 years
I agree with you Sweettreat that confidence is key when getting dressed. But I think there is definitely such a thing as accessorizing too much and sometimes, less really is more. xo
redegg redegg 10 years
white pumps are the only thing that stand out to me.
sweettreat sweettreat 10 years
I thought the most important thing in fashion was/is to feel comfortable and confident. Maybe she did. :)
prttynpink prttynpink 10 years
put the hair down put on a black bag and some black pumps
crazygirl93 crazygirl93 10 years
I would ditch the bag and wear black skinny jeans instead of the leggings...
tati33 tati33 10 years
hahaha...i agree with kiki..baggy leggings are an automatic no
Maine-Sugar Maine-Sugar 10 years
Swap the heads around and they would look more like they usually do. Apparently she let Haylie dress her. It's ALL bad.
velvetavalon velvetavalon 10 years
i agree with kiki tee, those baggy legging look like she wore them everyday for a week. ugh!
Ssugggar Ssugggar 10 years
I would have went shopping again. The tights, look too baggy for her, and the shirt is terrible. She should have went with a more organic top instead of such a bold print. I like her hoops. I am a fan of hoops .
lemuse20 lemuse20 10 years
It's not -horrific-, but she could have made the outfit work better. Nonetheless, she herself looks gorgeous.
nybella nybella 10 years
if she just dropped the leggings, it wouldn't be that bad. and maybe black pumps instead of white.
alillee alillee 10 years
Aren't leggings over yet?! Those leggings and the white pumps look AWFUL together! And she should be the one taking Coco's advice of taking off one thing before leaving the house!!
WhatTheFrockBlog WhatTheFrockBlog 10 years
I feel like I should hate the earrings but I don't. However, I think she's been wearing them WAY too much and she should give 'em a rest. I actually like the tunic but I'd like it best if it was a bit longer so she could lose the leggings, which are tired. Keep the white shoes and bangles, and replace the gigantic bag with a small white clutch.
Talldiva45 Talldiva45 10 years
The white shoes and purse must go. I love the tunic though! I would have opted for more subtle earrings and a small clutch. Dark heels.
razzlemoon razzlemoon 10 years
sans leggings
SarahwithanH SarahwithanH 10 years
Drop the leggings, they are loose anyway which doesn't look good. Put on some skinny jeans, a black bag and black pumps. She is trying to pull too many colors together to go with the top. The top says it all.
vinnie vinnie 10 years
delete the saggy black pants and white shoes. I think she should have worn a cute gold tone sandal, and no pants of any sort. And less bangles please.
ladiva1 ladiva1 10 years
X the white shoes immediately - I like the top and leggings but she looks overaccessorized - the bag and bangles...AND those earrings are a bit much for me.
vienvien vienvien 10 years
What's up with the white shoes? i really don't like white shoes except for weddings and debutante gowns. Other than that, white shoes looks so tacky
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