There’s No Way Anyone Can Ace This 'Gossip Girl' Quiz

Once upon a time, a little show named Gossip Girl came on TV. It was all about a group of attractive and affluent young adults, and it was based on a book series. Fans could not get enough of it! Which guy was Serena van der Woodsen going to date next? Would Dan ever publish a book? Would Blair and Chuck really end up together? Could Nate get any cuter? Still today, people love to go back and rewatch some of the most memorable episodes (like those involving Thanksgiving, celeb guest stars or weddings) or the entire series 1(since all of it is just fab).

So, for everyone here today who has watched this series, who knows this show and who may even be watching an episode right now...Get ready! Down below, there are 35 questions about all of this. Some of the questions are on the easy side - like who dated who, where they all lived and who ended up at which college. Other questions are more challenging, though, as we want fans to really have to think back to all the details of this great series. Up for it? Great. Then let’s get started, right here and right now!

Question 1

What big event starts off this show?

Okay, what big event starts off this show? Of course, throughout the course of this entire series, there was always something exciting happening, but it started with a bang, too. Was it because Blair was getting married? Had Dan just moved to town? Was Serena back in town? Or did the show start with Georgina coming back to town? Think back to that first episode - that lovely, iconic, amazing episode - and then tell us exactly how this show started by selecting an answer down below. We have listed out four answer choices from which to choose, so do that now, please and thanks!

Question 2

Where does this story take place?

Obviously, this TV show was set in a city...but where? It could have been the Upper West Side of New York. Or it may have been the Upper East Side. Perhaps the entire show took place in Chicago. Or maybe the setting was Hoboken. Picture it all. Hear Kristen Bell’s voice greeting us all. Remember signs that point to specific locations. Then tell us - Where does this story take place? We have listed out four answer choices from which to choose, so down below, click on just one of them.

Question 3

Who is Blair dating at the beginning of this show?

Relationships were a big part of this story, since all of the characters were young and pretty and active. And one main character was Blair Waldorf, a Queen B in tights and headbands. She had a couple of significant others throughout this show, but at the beginning, she was stuck on someone special. Who was it: Nate Archibald, Chuck Bass, Dan Humphrey or Penelope Shafai? Fans who are familiar with this show and this female will definitely know the answer, and everyone needs to click on one of the names down below, in order to answer this question!

Question 4

Which parents used to date?

The kiddos were not the only ones who dated; in fact, two notable parents, we found out, used to date, back in the day. Was it Rufus Humphrey and Lily van der Woodsen who were an item? Were Howard Archibald and Alison Humphrey together? Did Anne Archibald and Bart Bass date? Or was it William van der Woodsen and Eleanor Waldorf who were coupled up together? Picture all of these parents, imagine them all together, and then pick out the winner - the two who actually were together (and who should have ended up together, too?!).

Question 5

Who does Georgina pretend to be?

Georgina Sparks was always up to something, so when she came back into town, she pretended to be someone else. Yes, she either went by the name Stacey, Sasha, Serenity or Sarah. Which was it? What is the right answer? How will anyone ever be able to answer all of these questions correctly? Well, folks, we believe in everyone who is here! From dedicated fans to casual watchers, we want everyone to have fun, be challenged and click on a name down below to answer this question here about Georgina! Do it now, and then move on to the next question that’s up.

Question 6

Who was Eric’s boyfriend?

Families were an important part of this show, too, and one of the main characters - Serena van der Woodsen - had a little brother named Eric. After he came out as gay (well, after his secret was privy to everyone), he had a boyfriend who was around a lot - and who was even accused, at one point, of being Gossip Girl! Picture this significant other, and then tell us: Was his name Jonathan? Was it James? Could it have been John? Or was he named Joe? As usual, after deciding on an answer, select it down below from the four choices that are provided.

Question 7

Who headed to the Hamptons at the end of Season 1?

All good TV shows feature couples heading off to the Hamptons for summers full of romance and riches. But which couple did this at the end of the first season? It could have been a fan favorite, Blair and Chuck (better known as Chair). It could have been Jenny and Nate (since those two were an item at one point). It could have been Dan and Vanessa (who were friends then more than that then less than that...It was hard to keep up!). Or it could have been Serena and Nate (since Nate also dated her). Who was it? Who went there? Who will be picked out as the answer? Whatever the thoughts are, just click on someone, because we all need an answer here!

Question 8

Who worked for Blair's mother?

Another featured parent on this show was Eleanor Waldorf, Blair’s mom. She was a fashion designer, so her seamstresses, models and peers were often showed with this series. In fact, one supporting character worked for her, which created an interesting storyline for many episodes. For this question, the answer options include Jenny, Sage, Ivy and Jack, so tell us who worked directly for Eleanor for some time. Oh, and then go to the next question, because we still need to quiz everyone on many more elements of Gossip Girl!

Question 9

Where did Serena want to go to college?

When this television series started, the main characters were in high school, but soon, they graduated and headed off to colleges and to jobs. Considering this, let’s focus on Serena: Did she want to go to Princeton, Yale, Stanford or Brown? All four are esteemed schools, and she was a smart girl who could have probably attended any of them. We need to know, though, which one of these she was drawn to on this show - so click on the name of that college down below there, please and thanks.

Question 10

Who came to Blair's 18th birthday party?

On this exciting show, there were always big celebrations happening; birthdays, proms, weddings, showers and galas were just a few of the fancy events these characters threw and attended. And at one event - Blair’s 18th birthday - someone very special showed up, too! And now, we will list out four special women, so know that one is the right choice here: Was it Madonna? Could it have been Cyndi Lauper? Did Britney Spears come? Or was Stevie Nicks who surprised everyone? Think back to her birthday, and then click on the correct answer (or the guess that sounds like it could be correct).

Question 11

Where did Serena go with Aaron?

On Gossip Girl, Eleanor Waldorf got remarried to a man named Cyrus Rose, and Cyrus had a son named Aaron, who was an artist. And, of course, he and Serena were attracted to each other, and they even planned a trip together! So, for this question, tell us: Were Aaron and Serena planning on going to Tokyo, Canada, Argentina or London? All four of these places sound great, and if they could just pick up and head out, then we suppose they should take advantage of that! But to where? Answer this for us, please!

Question 12

Which teacher did this group get fired?

Every once in awhile, the main characters were actually seen at school - learning and studying like normal teens! And sometimes, their teachers were shown, too. Without going into too many details, many of us surely remember a specific female teacher; she was attractive, she taught Shakespeare, and she was fired after a series of events involving the main characters. But what was her name? Was it Ramona? Was it Rachel? Was it Rose? Or was it Ryann? Think back to her, then click on a name down below, as the four names are listed out there.

Question 13

Which family was Nate’s mom from?

All of the families featured on this series had connections and comfort, and in particular, Nate Archibald’s mom, Anne, was from a family with a recognizable name. Yes, she could have been a Kennedy. She may have been a Van der Bilt. She might have been related to the Hearsts. Or her family name may have been Pitt. Do we remember? Do we know? Do we feel confident about answering this correctly? Or do we think we will have to just guess on this one? Either way, answer now!

Question 14

Who played Lily at a young age?

Something really neat happened in this show when Lily, Serena’s mom, was shown at a young age! Fans were given a backstory, which helped shed light on Lily’s relationship with her family and with a special someone. And in this time, Young Lily was played by a famous blonde actress...but which one? Was it Emma Roberts? Was it Hilary Duff? Was it Brittany Snow? Or was it Chloe Grace Moretz? Any of them could have pulled it off, but only one name is the right name, so pick that one out, down below, right now.

Question 15

Who told Serena where her father was?

And speaking of the van der Woodsen family...Serena went on a hunt for her father, and someone in particular told her where she could find him. For this question pertaining to family, we have listed out four names as the answer choices: Carter Baizen, CeCe Rhodes, Juliet Sharp and Vanya. Who told Serena? Who had the info? Who will be selected as the answer for this question? Pick someone from the options that we have listed out for everyone who is here, then continue on within this Gossip Girl quiz.

Question 16

At the end of Season 2, which character was not going to NYU?

Alright, here is another question about college! Eventually, the end of Season 2 came about, and at that time, the main characters were going to be heading out into the real world. Oh, and many of them were actually just staying put and attending New York University. But who was NOT going to NYU, out of the four characters that we have listed here: Dan, Nate, Blair or Vanessa? Think back to episodes, picture them all on campuses, and then answer this question that is all about college by telling us if it was Dan, Nate, Blair or Vanessa who did NOT start out going to New York University.

Question 17

What was the name of Chuck’s hotel?

While his peers were busy with school, Chuck Bass was busy with business, and at one point, he decided to buy a hotel. We know the hotel. We have seen the hotel. We can picture iconic moments from this show, which took place inside this hotel. But all of that is not important right now. No, right now, we just need to know one thing: What was the name of this hotel: Empire Hotel, Empress Hotel, Impress Hotel or Embark Hotel? The names all sound similar, so think hard to decide, once and for all, which name is actually the correct name!

Question 18

Who guest starred on Season 3?

In the third season, another celebrity popped up, and we will give everyone who is here today, taking this quiz, a clue: The guest star we are talking about is a singer. So was it Elton John? Could it have been Lady Gaga? Did Prince show up on Gossip Girl? Or is Justin Timberlake the correct answer here? True fans will know who it was and will even know why this person was around, so we wish everyone luck when answering this celeb-based question. And we hope everyone is excited to continue, since the end of this quiz is near!

Question 19

Who was Jenny’s friend then enemy?

Ah, Little J. Jenny Humphrey was just Dan’s little sister, but then she became a pretty big part of the show (for better or for worse). And at one point, she had a friend. She had fun with this friend. But then things went...Well, ti was not good for Little J! And then this person was a true enemy. But what was the name of this character that we are talking about: Agnes, Agatha, Aggie or Andy? Picture her face, say the names, and then choose one of them to be the answer here.

Question 20

Where was Dorota from?

To some, Dorota was the best character on the show. She was like a second mom to Blair, as she was around to feed her, care for her and have fun for her. And her personal plot points, including falling in love, getting pregnant and possibly being Gossip Girl, were super entertaining to fans! So, the question we have about Dorota is this: Where is she from: Poland, Peru, Pakistan or Paris? Browse through these places that begin with the letter ‘p’ down below, and then choose an answer.

Question 21

What writing program did Dan want into?

As we know, Dan Humphrey was a writer (Boy, was he, right?!), and at one point during this television series, he wanted into a specific writing program. Was this writing program called Tidwell, Templeton, Tisch or Today? To answer, we want fans to picture the show. We want people to imagine certain. We want everyone to remember as many details as possible. And then everyone will click on an answer down below and then move on to the last few questions that we have, which will challenge all Gossip Girl fans in a fun way!

Question 22

Where did Chuck get mugged?

On a sad and serious note, Chuck was mugged. It was a surprising event, and we can’t even go into it all without tearing up! Therefore, we will just focus on the question at hand: Where did this moment take place? Was it in Poland? Did it happen in Prague? Was he in Paris when it happened? Or was the location Argentina? As usual, browse through the four answer choices that we have listed out down below for everyone who is taking this quiz, and then simply click on a location to answer the question.

Question 23

Who was Georgina’s son?

Oh, boy, we are back to Georgina! Surely we all remember when she showed up with the interesting news that she had a baby...but what was that kid’s name? Was it Max, Matt, Milo or Meeks. Now, we also want to say that we know opinions on Georgina varied and still do. But that does not matter right now! Push those personal thoughts aside, and simply identify the name of her son, because there are only a few questions left, so we need to keep on moving here!

Question 24

What sorority did Serena want into?

While in college, Serena had a storyline that involved a sorority, and we want to know if it was called Hamilton House, Hampton House, Holly House or Horatio House. Think back to the college episodes. Try to remember people saying these words out loud. Picture her being in the house. Imagine it all taking place. And then answer! Do it! There are even choices from which to choose, so act now! Because after this, we are one step closer to the end, where everyone will get their quiz results.

Question 25

Who did Jenny interview with?

Jenny was into fashion, so at one point, she was able to land an interview with someone who is known for their style. Nina Garcia is the editor-in-chief of Elle, so it could have been her. Tim Gunn is a teacher and mentor, known for his work on Project Runway, so he could be the answer. Heidi Klum is a supermodel and also, like the previous two, tied to Project Runway. And Kendra Scott is a jewelry designer, so Jenny could have met with her. Who did she really have an interview with, though, on this show?

Question 26

Where did Blair and Dan intern?

Speaking of work and how it played out on this TV show, Dan and Blair also ended up interning at the same magazine, which was either The New Yorker, W Magazine, Resident Magazine or Elle. It was not always pretty, seeing these two bicker in the workplace, but those fans who still ‘ship these two probably really enjoyed all that screen time they shared! Nevertheless, focus on the task and hand, and tell us which magazine these two characters interned with - then move on to the last couple of questions that are all about this television series.

Question 27

Who was Juliet’s sibling?

Remember Juliet Sharp? She was around in the college days. She was not super nice to all of the main characters. But she did date Nate (of course). Oh, and she had a sibling. In fact, her sibling was a big part and a big surprise with and in all of this. So who was it? Was it Ben, who used to be Serena’s teacher? Was it Carter, who would pop up now and then? Was it Tripp, who was Nate’s cousin? Or was it Dan, who was a main character on this show?

Question 28

What was Diana Payne’s newspaper?

Someone else that Nate was linked to was Diana Payne, and she owned a newspaper. So, for this question, we need to know if the publication was called The New York Spectator, The New York Sparkle, The New York Spectacle or The New Yorker. Yes, we won’t be diving into our thoughts on this woman or her accent or her clothes or her motives - or even Blair’s impersonation of her! Instead, we just need to know the answer to this question...and to all of these questions.

Question 29

Who donated blood after Chuck’s accident?

When Chuck was in an accident, someone had to donate blood in order to help him out, and he later found out who it was...and was surprised. Was it Blair who helped him out? Was it Jack who stepped up to the plate? Was it Lily who was there for him? Or was it actually his mother who showed up in a time of need? Think back to this episode, and then answer the question by clicking on one of the answer choices that we have listed out for everyone who is here today, down below there.

Question 30

Whose board did Serena sit on?

We already discussed Serena’s college plans and the sorority she got involved with, and now, we need to know which board she set on. For the answer choices here, we have the Metropolitan Museum of Art (MET), we have Central Park’s, we have New York University (NYU), and we have the Empire Hotel. Do we remember her being on a board? Do we recall what happened? Do we feel confident about selecting the right answer down below? Either way, everyone has to answer, so do so now, please and thanks!

Question 31

Who got married in the last episode?

Okay, guys and gals, here it is, and here we are: We are to the last questions which will challenge everyone on the last episode! Obviously, in the series finale, time jumped forward, and everyone was gathered together for a wedding. But who was tying the knot? Was it Blair and Chuck, Dan and Serena, Eric and Jenny or Eleanor and Cyrus. Many of us definitely know the answer - whether we liked the moment or not - so choose who got married, then answer the last four questions on Gossip Girl!

Question 32

What plans did Nate have in the series finale?

When it showed Nate at the end of this series, he had some big plans. He was either going to write his own book, run for Mayor of New York City, start a newspaper or propose to someone special. They all sound plausible. They all sound as fab as him. But only one of these scenarios is really what Nate was thinking about when he was shown in the future. So, as usual, click on the right answer, since there are four options from which to choose down below there. Then continue on, fans of Gossip Girl who are here today!

Question 33

What was the name of Blair’s and Chuck’s child?

Ooo, let us not forget that when this show jumped forward into the future, Blair and Chuck had a kid together, which made fans of this relationship super happy! But what did they name this child? Was it Harry, Harriet, Henry or Hailey? Those of us who are superfans know the answer without even thinking, and those here who have not seen the show in awhile may need to brainstorm a bit. That is okay! Eventually, though, we just need everyone to answer this question...and the last two questions...

Question 34

What was the name of Ivy’s autobiography?

Unfortunately, Ivy Dickens was a part of this show, and in the end, it turned out that she wrote an autobiography, which was being made into a film. At least it would have been entertaining, since the plots surrounding her were crazy! Okay, though, what was the name of this book and film: Gossip Girl, Lies of New York, Ivy League or Who Am I? They all sound like they could work, but true fans will know that only one of these titles is the real title, and they will know which one it is. So, click on an answer below, whether feeling super confident or not, and then move on to the final part of this quiz.

Question 35

Who was Rufus dating?

When all the main characters were shown in the series finale, Rufus Humphrey - the father of Dan and Jenny - was actually dating a well-known singer, who played herself in this show. Was it Lisa Loeb? Could it have been Sarah McLachlan? Was Sheryl Crow his girlfriend? Or is Jewel the right answer here? We just need everyone to tell us, because then we get to give everyone results! And with these, fans and casual watchers will know if they are superfans or if they should go rewatch Gossip Girl now (though we all can use this as an excuse to do so)!

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