Which Classy Hat Matches Your Personal Style?

By: Teresa McGlothlin
Estimated Completion Time
4 min
Which Classy Hat Matches Your Personal Style?
Image: martin-dm/E+/gettyimages

About This Quiz

Finding the perfect outfit can be challenging, but finding the perfect hat can take a lifetime! Hats seem to have a personality all of their own, and you have to make sure that they match up to your unique sense of style. Wearing a fascinator hat with your athleisure pieces might sound like fun, but does it really work for you? Really?

As you go through this quiz, we're on a quest to help you find a classy hat that reflects the way you put yourself together. Over the last century, hats have undergone many transformations. From the cloche hats of the '20s and '30s to the similar-looking bucket hats that are coming back into style now, today's hats all have a past that began with something more refined. The question is — which one of them could you pull off with nearly any one of your favorite outfits? 

Walk us through your closet and tell us about the things you love and the things you never wear. Once we get a good sense of the way you present yourself, we'll match you up with the classy hat that you could pull off anytime and anywhere. You should never settle for a beanie when you're meant for a beret! 



01_black_outfit
Willie B. Thomas/DigitalVision/gettyimages
Are you bold enough to wear an all-black outfit?
I will when it's appropriate.
I do it all the time.
I need a little color.
I am, but I like lighter tones.

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02_heels
Gpointstudio/Image Source/gettyimages
What kind of shoes would you pair with a wintertime dress?
Knee-length boots
I wear heels no matter what the weather's like.
Chelsea boots
I avoid wearing dresses when it's too cold for sandals.

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03_diana
Wikicommons by United States Federal Government [Public domain]
Who's the best-dressed royal you can think of?
Kate Middleton
Princess Diana
Princess Eugenie
Meghan Markle

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04_crop flare jeans
Sergio Mendoza Hochmann/Moment/gettyimages
Do you like the way crop flare jeans look?
I prefer that my jeans meet my ankles.
I like the crop style, but I'm not crazy about the flare part.
I love it!
I'm not going in the wading pool.

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05_mullet
RyanJLane/E+/gettyimages
Which of these '80s fashion trends should NEVER make a comeback?
What was the point with stirrup pants?
Those perms were not OK!
How can they see with all that neon?
No one needs a mullet.

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06_Cardigan
suedhang/Cultura/gettyimages
What's the best kind of sweater to keep around?
Pullover
Duster
Cardigan
I vote for hoodies!

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07_Audrey Hepburn
Wikicommons by Hans Gerber
Who wore the '60s with more grace?
Audrey Hepburn
Julie Newmar
Nico
Twiggy

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08_sunglasses
boonchai wedmakawand/Moment/gettyimages
What's the most important part of a good summer outfit?
The shades
The hat
Comfort
A pedicure

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09_manicure
Zero Creatives/Cultura/gettyimages
If you got a manicure, what shape would you ask for your nails to be?
Oval
Ballerina
Round
Stilletto

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10_Marilyn Monroe
Wikicommons by English: New York Sunday News
Why do you think people liked Marilyn Monroe's style?
She took risks no one else was taking.
Everybody loves the blonde-bombshell look.
She wore the best outfits!
It's beyond me.

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11_nautical
Talitha Snow/Cultura/gettyimages
What's the best part of the nautical look?
I love the striped sweaters.
Anchors are great for patterns.
You can't go wrong with loafers.
I love the skinny-jeans look!

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12_velvet
Kathrin Ziegler/DigitalVision/gettyimages
Are a bigger fan of wearing velvet, silk or cotton?
It depends on the time of year.
Cotton is more workable; flannel is even better!
Silk wins every time.
Everyone needs a little velvet in their lives.

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13_fashion
Justin Lewis/DigitalVision/gettyimages
Where do you get your fashion inspiration?
Tutorials
Celebrities
I just buy what I like.
Magazines

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14_jogger pants
suedhang/Cultura/gettyimages
What would you wear with a pair of jogger pants?
It depends where I'm going.
A long t-shirt
A tank top
They don't flatter my shape.

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15_abs
aldomurillo/E+/gettyimages
Which one of your features are you always trying to accentuate?
I try to show off my legs.
My abs are looking pretty good right now.
My face is my best part.
I like my backside.

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16_Bitty Bag
cristinairanzo/Moment/gettyimages
Could you make it through the night carrying only a Bitty Bag?
I always carry small bags.
I need something a little bigger.
I can't fit the kitchen sink worth of stuff I carry in there.
I love Bitty Bags!

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17_cape
101dalmatians/E+/gettyimages
What pattern would you want on a cape like the ones on the runway this year?
Herringbone
Leopard print
Zebra print
Plaid

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18_boho
Sasha Gulish/Image Source/gettyimages
What might you borrow from Farrah Fawcett's '70s boho style?
I don't know who that is.
I would kill for her hair!
I love her glossy lips.
The low-cut blouses were beautiful!

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19_feather boa
StudioThreeDots/E+/gettyimages
Feathers are hot right now! Where would you add them to an outfit?
On my bag
A feather boa
I'll skip the feathers.
On my hat

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20_asymmetrical neckline
Yevgen Romanenko/Moment
Do you feel comfortable wearing an asymmetrical neckline?
I like having both shoulders covered.
Boat necks are more flattering.
I love a good asymmetrical top.
I can't find the right bra for them!

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21_patchwork top
Willowpix/E+/gettyimages
Can you see yourself wearing a patchwork top?
I would love one!
It's too busy for me.
I don't want to look like a quilt!
I think I had one when I was a kid.

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22_trench coat
Igor Ustynskyy/Moment/gettyimages
Do you own a belted trench coat?
I have a few belted sweaters.
No, but I love the way they look.
I do!
I have a belted raincoat.

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23_dark florals fashion
Iuliia Isaieva/Moment/gettyimages
What are you thoughts on the dark floral trend?
It's so sensual looking!
The what trend?
I love all florals.
Florals should be banned!

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24_faux leather
EXTREME-PHOTOGRAPHER/E+/gettyimages
In your opinion, does faux leather look classy or trashy?
It's come a long way over the years.
It looks sleek!
It depends where you wear it.
I'm not a fan.

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25_Alanis Morissette
Wikicommons by livepict.com
Which '90s pop singer's look can you see coming back?
Britney Spears
Gwen Stefani
Alanis Morrisette
J. Lo

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26_shoulder pads
shapecharge/E+/gettyimages
How would you rate the huge shoulder pads that designers are pushing?
The '80s called; they want them back.
The small ones are not so bad.
I adore them!
I think they exude power.

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27_blazer
Luis Alvarez/DigitalVision/gettyimages
What's the best thing to wear with a classic blazer?
Biker shorts
Trousers
Jeans
They make me look too boxy.

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28_Fendi
Wikicommons by Christopher William Adach from Mexico
Would you rather shop the Fendi or Kylie line?
Both have good products.
Kylie has better colors.
Fendi is fierce.
M.A.C. gets my loyalty.

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29_M_Obama
Wikicommons by Joyce N. Boghosian, White House photographer
Who would give the best style tips — Jackie O. or Michelle Obama?
That's a tough call!
I would love Jackie O.'s fashion advice.
Michelle Obama has amazing taste!
I wouldn't mind getting to know Melania Trump's wardrobe person.

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30_jeans
Tom Dunkley/Cultura/gettyimages
What's your most worn piece of clothing?
My sweatpants
A favorite t-shirt
A certain pair of jeans
A versatile jacket

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You Got: