Pick Some Outfits and We’ll Guess How Much of a Risk-Taker You Are

By: Emily Maggrett

6 Min Quiz

Image: Iuliia Isaieva / Moment / Getty Images

About This Quiz

How much of a risk-taker are you? Do you talk to strangers and feel confident when visiting new cities? If someone offers you an opportunity you're not quite qualified for, do you leap at it or shy away? Do you welcome change, or is it your greatest enemy?

Whether you're the kind of person who adores the thrill of trying something you're not good at or the type of gal who shudders at the very word "unpredictable," this quiz is for you. We're going to ask you how you'd dress for various occasions, such as a first date, dinner with your boss and a 10-year high school reunion. We also want to know what you think of certain trends, such as the "cold shoulder" look, half-shaved hair and mesh shirts.

Your answers to these questions will tell us a lot about what your approach to risk is. It might sound funny, but there's a significant correlation between your willingness to wear gauchos in public and your other choices, such as whether you work for yourself or an established company, whether you enjoy travel, how open you are to dating people who are different from you and more. Think we're making some big assumptions? Prove us wrong: take this quiz!

In your opinion, who's the best-dressed female movie star of all time?

Audrey Hepburn

Rooney Mara
Jane Fonda

Tilda Swinton

If you wanted to look fancy but comfortable, which pair of shoes would you reach for?

Low-heeled booties

Pink leather loafers
Riding boots

Miu Miu slides

First date time! You've been flirting with this guy on Tinder for a while. What do you wear for your meet-cute?

A sundress

A leather jacket, long skirt and midi shirt
A bomber jacket, jeans and a V-neck sweater

Formal shorts, a giant sweater and Birkenstocks

Poll: should women over 40 wear short skirts?

No! They're too old for that.

They should do whatever they want!
Maybe, if they wear stockings with them.

Women over 40 should exclusively wear short skirts.

It's your first day at a new job. How will you ensure that you make a good impression?

I'll wear wide-leg slacks, a pink blouse and a blazer.

I'll wear an oversized vintage suit with a bright blue shell.
I'll wear an Oxford shirt, mid-calf skirt and a Hermes silk scarf.

I'll wear velvet pants, an animal print shirt and high-heeled sandals.

You're going to a barbecue. If it weren't for the risk of sauce stains or grass stains, this would be the ideal occasion for trotting out your new white blouse. Do you dare to wear it anyway?

No way! Instead, I put on a chambray shirt.

Sure, why not? That's what bleach is for!
No ... it would be embarrassing to run around the barbecue with a stain. Instead, I wear a sleeveless cotton dress.

Not only do I wear a white blouse, but I also wear white pants.

How many tattoos do you have?

None

Four or five
One or two

Does a full sleeve count as just one tattoo?

It's Sunday, and you're going to church. How do you deck yourself out?

I put on a modest floral dress.

I put on a housecoat and go for a '50s housewife vibe.
I wear jeans and a graphic T-shirt. After all, it's just church.

I go crazy experimenting with church hats, veils and other religious lewks.

You're going to a party where you don't know anyone but the host. Will you try to blend in or stand out?

I want to blend in so I'll probably dress as much like my host as possible.

I'll wear one really interesting item, like a statement necklace. It might act as a good conversation piece.
I guess I'll just wear my normal clothes and see what happens.

Where's my gold metallic peasant dress?

You and your new sweetie are hitting up a cocktail party tonight, and you want to knock 'em dead. What's your look?

Here's the thing: I don't want to "knock 'em dead."

Harem pants, heeled sandals and a minimalist top
Slip dress, mid-calf boots, designer handbag

Neon kimono, skinny pants, complicated shoes

How do you feel about off-the-shoulder tops?

They're weird. I don't get it.

They're fine for leisure activities but not for work.
They'e cute in the summer.

I wear them everywhere, in all seasons.

Would you ever wear black lipstick?

(Shudder) Nope

I wear it sometimes when I'm feeling saucy.
Maybe ... I'm not sure I could pull it off.

I'm wearing black lipstick right now.

Your BFF is getting married. What do you wear to the reception?

A navy sleeveless shift

A slouchy purple pantsuit
A green wrap dress

High-waisted satin pants, a matching midi top and a pink linen blazer

Your 70-year-old grandmother wants to dye her hair deep purple. Do you support her or no?

No. She's too old for that kind of nonsense.

Yes. I even help her apply the dye.
I don't tell her not to but I gossip about it with my mom.

Of course, I support her because it was my idea!

Are open-toed shoes appropriate for the office?

They are not, sir.

With some outfits, they just look right.
It depends. Is your office in the South?

Who cares? My feet need to breathe.

Sheer dresses: yea or nay?

Noooooo

Sure!
Maybe?

Heck yes!

Your boss invites you over to dinner at his home. Quick, what's your clothing strategy for the occasion?

I wear something professional, such as a charcoal skirt suit, sweater and heels.

I put on something expensive but appropriate, such as a shantung designer dress.
I choose a tea-length dress, a blazer and boots.

I put on whatever I love the most at the moment. Could be leather pants, a linen suit ... who knows?

Let's say you're in Europe, on your honeymoon. Your partner wants to go to a nude beach. What do you say?

"Absolutely not."

"Sounds like fun."
"Maybe if we drink some wine first ... "

"Jinx! That's what I was going to ask you!"

Planning on dressing up for Halloween this year? What are you going as?

I'm not dressing up.

I'm going as Gritty, the Philly Flyers mascot.
IDK, Tonya Harding?

My zombie costume requires four hours of make-up.

Jumpsuits: how many do you own?

OMG, zero!

I cannot lie: three.
I bought a jumpsuit once but could never figure out where to wear it.

I own more than six jumpsuits.

When it comes to high heels, how high is too high?

4 inches

6 inches
5 inches

No such thing!

While window shopping, you see an incredible hot pink couch on sale. Your mom thinks it's way too weird, but it's perfect for your apartment. Do you buy it?

No. Come on, you know I'll get tired of it.

Yes. I mean, YOLO, right?
I don't buy it then and there; I text pictures to my friends so I can get second opinions.

I would have bought it even if it weren't on sale. The discount plus my mom's disapproval are just the cherries on the sundae.

Have you ever shaved your head?

Nope. And I never will.

Who hasn't?
No, but I'm kind of interested in that half-shaved haircut.

Nothing invigorates your fashion like a good hair experiment.

It's your 10-year high school reunion tonight. Do you plan to stun your old classmates?

No. I'm wearing my go-to black dress and kitten heels. No muss, no fuss.

Yup! I'm wearing a bright green lace dress with statement earrings, a gold cuff and flatforms.
I'm wearing a pink sheath with mules. It's not groundbreaking but it does have allure since I'm showing some skin.

Five words: orange spangled floor-length gown.

Over the course of your life, how many times have you colored your hair?

Never. I might cover up grays later, but that's it.

Four to five times. I love trying new hues.
I get balayage, but that's it.

Dying my hair is my way of life.

Who's your favorite fashion designer?

Calvin Klein

Versace
Chanel

Thom Browne

Would you ever sport a mesh shirt, or do you think they're tacky?

They're SO tacky.

I'd wear one dancing. They're kind of hilarious.
Unfortunately, I don't have the right personality to wear one.

Mesh shirts for lyfe!

How many outfits would you pack if you were going away for a long weekend?

Four or five. You never know what you might need.

One or two. If I need anything else, it's a good excuse to shop.
Three or four. I don't like overpacking, but it's nice to have a few changes of clothes.

I wouldn't bring anything but my bathing suit!

Let's say you need to buy a new winter coat. Which style do you pick?

A pea coat, of course

A long, green puffy jacket
A tan wool overcoat

A pink cropped faux fur

You're meeting your boyfriend's parents for the first time. What do you put on?

Knee-length skirt, flats, cozy sweater

High-waisted velvet pants, white silk blouse, heels
Yellow turtleneck, white flares, graphic blazer

A plaid suit, psychedelic T-shirt, brogues

5 Minute Quiz 5 Min

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