Tell Us How You Would Handle The Upper East Side, And We'll Reveal Your Gossip Girl Persona

There are some pretty clear-cut ways to know which Gossip Girl lady you are. For example, if you are impulsive rather than calculating, you are probably more of a Serena than a Blair. If you are edgy more than darkly humorous, you are more likely a Jenny than a Vanessa. All four of the main female characters in Gossip Girl are alike in some ways, and very different in others. They are, at times, best friends and worst enemies. They hook up with each other's men, backstab and betray one another, but then are there for each other to help pick up the pieces. There is no shortage of drama no matter which way you slice it, but you are probably more like one of the girls than the others. The question is: which one?

This quiz will analyze your personality from every angle to get to the bottom of which Upper East-sider you really are. You likely already have a gut feeling as to what the answer is, so let's see if you are right. Get ready to find out if deep down, you are the friendly Serena van der Woodsen, the anti-heroine Blair Waldorf, the versatile Jenny Humphrey, or the moral Vanessa Abrams.

Question 1

Who is the hottest?

Gossip Girl is largely about the girls, but there would not be all the drama without the guys. Chuck, Dan, and Nate were the three main guys that were our eye candy for five seasons of Gossip Girl. To each her own (and they are all quite tasty), but if you had to choose just one of them, who is the hottest?

Question 2

And in terms of personality, who would you go for?

There may be one perfect guy out there for you- in both physical looks and personality. But that is rare. You told us with Gossip Guy you think is hottest, now tell us which of them you would be most attracted to when it comes to who they are as people. So considering that, does your choice change at all?

Question 3

Who would be your best friend?

Blair, Serena, Jenny, and Vanessa all have certain things in common, but they are also vastly different characters. Regardless of which one you are more like, that may not be not necessarily be who you would choose as your best friend. So which of these leading Gossip Girls would you be most likely to be besties with?

Question 4

Would you rather live with your mom or your dad?

The families of Gossip Girl are all sorts of messed up- they are step, half, blended, remarried, and jumbled u every way you can imagine. But for the most part, they all live with a biological parent, with the exception of Vanessa, who lives with her sister. More than half of kids go between houses, or live with one parent or the other. Who would you choose to live with?

Question 5

What is your level of drama, on a scale of 1-10?

On a scale of 1-10 (one being the lowest and 10 being the highest), how much drama in your life? Everyone has drama, but some people have much more than others. Take the Gossip Girl gals for example. They have practically more drama than anyone on TV! When compared to their lives, your drama level is probably much lower (hopefully).

Question 6

How rich are you?

In order to live on the Upper East side or run in the same circles with the Gossip Girls, it is going to take money- and a hell of a lot of it. They don't play around when it comes to expenses of any kind. So spare no expense to get in good with these guys- if you can.

Question 7

Pick a vacation destination.

As you can imagine, traveling the world is no problem when you have as much money as the Gossip Girls do. Throughout the series, they do a decent amount of traveling. Blair and Serena visit Paris, Serena spends a summer in the Hamptons, and at the end of the series Jenny winds up in London and Vanessa is studying abroad in Croatia.

Question 8

Choose a career.

Of the following careers, which would you be most likely to get into, or which would you most like to have? Obviously, all of the gossip girls are socialites to some extent, Blair more than the others. Serena holds a few positions throughout the show's five seasons, Jenny's career is obvious when she begins working for Blair's mom, and Vanessa has a clear passion for activism and filmmaking.

Question 9

What is your physical trademark?

Part of what makes each Gossip Girl her own person is her signature look. Blair is known for wearing headbands and peacoats, Serena always has perfectly-curled blonde locks, Vanessa wears hoop earrings, and while Jenny's look changes drastically over six seasons, she is very well known for her heavy black eye makeup.

Question 10

What is your biggest secret?

The Gossip Girls and the people they surround themselves with might as well not even bother having secrets, because they all end up coming out, anyway. As the actual Gossip Girl says in Kristen Bell's taunting little voice, "Gossip Girl here, your one and only source into the scandalous lives of Manhattan's elite... And who am I? That's one secret I'll never tell. You know you love me. XOXO, Gossip Girl."

Question 11

What is your go-to drink?

Even though at the beginning of the show practically the entire cast is under age and therefore not legally allowed to drink, they still do. They do not drink like typical teenagers at house parties, however. These spoiled teens drink their parents' expensive liquor, attend soirees where there is high-end alcohol, and even "go for drinks" in public. So unrealistic!

Question 12

Pick a Disney princess.

Blair Waldorf may idolize (and totally try to look like) Audrey Hepburn, whom she practically worships. But the girls of Gossip Girl look more like Disney princesses, if anything. They have the long hair, beautiful faces, and they lust after their own Prince Charmings. They just might not be as innocent as the princesses are...

Question 13

What is your favorite girl movie?

There are so many great girl movies, so it is hard to choose just one favorite. Obviously, Blair Waldorf's favorite movie is Breakfast at Tiffany's. Do you prefer the classics like Blair does, or are modern movies more your thing? Which of the following would you most like to watch?

Question 14

Describe your friends.

Within the social circles of Manhattan's elite are several smaller social circles. Serena, Dan, Nate, Blair, Chuck, Jenny, Vanessa, and all of the rest of them change friends, sleep with each other, backstab each other, and have some really good times, too. In the end, they are (mostly) all pretty good friends. What are your friends like?

Question 15

Are you Team B. or Team S.?

Blair Waldorf and Serena van der Woodsen are the best of friends- and the worst of enemies. So it goes with teenaged girls. They call each other "B." and "S.", and sometimes, it is necessary to choose a side while watching Gossip Girl (or you can't help but choose). Whose side are you usually on?

Question 16

Your parents mostly...

The world is full of all kinds of different people, and thus all kinds of different parents. Moms and dads have their own drama, as we see on Gossip Girl. But they are people too, no matter how much they suck sometimes. Let's see which Gossip Girl's parents yours are most like...

Question 17

Pick the word that best describes you.

There are a million words that could describe the Gossip Girls (self-absorbed, rich, social, the list goes on)- and there are a million words that can describe you. Here are four adjectives that describe Blair, Serena, Jenny, and Vanessa. Which best describes you?

Question 18

What kind of socialite would you be?

With the exception of Vanessa Abrams, the Gossip Girls are all socialites, just like their parents. Blair is especially on track to become an uppity New York socialite as an adult in the beginning of the series when she is on track to marry Nate Archibald. What kind of socialite would you be?

Question 19

Choose a label for yourself.

The world of Gossip Girl (a.k.a. Manhattan's Upper East Side) is full of labels, among them Prom Queen, Queen Bee, It Girl, and Trophy Wife. None of them necessarily have positive connotations, although they could be, depending on the person. Which are you?

Question 20

Would you rather...

Who doesn't love a good game of "Would You Rather?" So here is a good one for ya: would you rather have an affair with an older, married politician like Serena, or would you rather marry a prince you don't really love like Blair? Both girls seriously messed up their love lives, but they had their reasons in the moment.

Question 21

Who is your favorite Gossip Girl?

Technically, there is only one true Gossip Girl, the one who narrates the show and spills everyone's secrets. But within her world are all the other girls she gossips about, including Serena, Blair, Vanessa, and Jenny. Of the four of them (who are the main girls of the show), who is your favorite?

Question 22

Who would be your sworn enemy?

Best friends, worst enemies. That is how teenagers seem to operate, especially when it concerns the young adults of Manhattan's Upper East Side. Even Blair and Serena have their moments. They are usually very close, but the closer you are with a person, the worse off your relationship can be when things go bad.

Question 23

In your family, you are...

In every family, birth order can come into play, whether or not you have any siblings, at all. It is said that distinct personality traits emerge depending on whether you are the first born, somewhere in the middle, the baby of the family, or even if you are the only child. Which are you?

Question 24

Where do you live?

Pretend you live in New York City, and you are one of the girls of Gossip Girl. Which house would you live in? For the most part they all have penthouses and suites, but there are a few exceptions, like the Humphreys, who live in a loft, and the Archibald townhouse.

Question 25

When it comes to trust...

Trust is a funny thing; some people trust others until they are given a reason not to. Other people do not trust at all until trust is earned. Both make sense depending on the kind of person you are, and neither approach is right or wrong. How do you go about giving others your trust?

Question 26

Would you rather people love you or fear you?

It seems like the answer to this question should be pretty obvious; who wouldn't want everyone to love them? Deep down, everyone probably does want that (even Blair Waldorf). But there is also a certain advantage to having people fear you, or be intimidated by you.

Question 27

How is your work ethic?

It might be a little far-fetched to imaging the Gossip Girls with actual jobs. However, sometimes Serena and Blair help out with charities, and one of Jenny's major storylines is that she becomes a fashion designer, which she works really hard for. Blair, on the other hand, probably does not know the meaning of the word "work".

Question 28

Who would be your loyal sidekick?

Every good villainess (and the Gossip Girl world is full of them) needs a loyal sidekick, someone they can bounce ideas off of, who will never judge no matter how ridiculous they sound. This person will support them regardless of their idiocy, meanness, and anything else. Who would yours be?

Question 29

What kind of dog do you want?

We don't see many pets on Gossip Girl, but it is not hard to picture any of them with one of those little teacup dogs that accompany their owner everywhere in a purse. We can see some of the Gossip Girls dressing up the little pups... but we can just as easily see some of them being grossed out by animals in general.

Question 30

Do you like the old Jenny or the new Jenny?

The old Jenny was who we first saw when Gossip Girl started. In season one, little Jenny Humphrey was seen as the mousy little sister of Dan Humphrey who followed around Blair and Serena and wanted to be just like them. Later on, she did a complete 180 and became dark, edgy, and rebellious. Which Jenny is your cup of tea?

Question 31

Choose a TV show.

Of course, whichever television show you choose will depend on your mood at the moment, so select one of the following that is your overall favorite. Do you tend to like the comedies, the dramas, the soap operas, or something else?

Question 32

What is your favorite social media platform?

These days, social media is everything, even more so than when Gossip Girl ended a few years ago. And it will only get bigger. The actual Gossip Girl used social media to expose the secrets she knew about people, so Facebook, Twitter, Instagram, and other social media outlets were central to the show in that way.

Question 33

Choose an international alternate to NYC.

I know, I know; it is practically blasphemous to say any place is better than New York City when you are talking about the Gossip Girls. New Yorkers tend to be fiercely passionate about their city, which is both a good and a bad thing. If you HAD to choose, which would be a close second to the Big Apple?

Question 34

What abbreviation do you text the most?

Texting is a huge part of our everyday lives, and it is not going anywhere any time soon. Obviously, the most talked-about text abbreviation in Gossip Girl is Gossip Girl's "Xoxo, Gossip Girl" that we hear at the beginning of every show. But which do you use the most?

Question 35

What is your favorite color?

The Gossip Girls are all total princesses, and they are also girly-girls. The colors pink and purple are usually associated with such people, but people can surprise you. Just look at sweet little Jenny Humphrey who used to love rainbows and unicorns, and she totally turned goth. At this moment, what is your color of choice for clothing, décor, etc.?

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