Sort by:  Recently Created | Most Popular | Difficulty

Which episode? B:It's having to see them date someone else that's hard. Why do you think I rub it in Chuck's face every chance I get? S:A twisted version of foreplay? 74 fans have answered this question No one has commented yet 42% medium

Which episode? S:You may find this hard to believe but not everyone wants to go to Yale because not everyone wants to be Blair Waldorf. B:Not everyone can be. 74 fans have answered this question No one has commented yet 73% medium

Which episode? S:Brown is an Ivy league school. B: Everyone knows that the only real Ivies are the holy trinity: Harvard, Yale, and Princeton. 74 fans have answered this question No one has commented yet 66% medium

Which episode? B:How do you manage to get out of everything unscathed? S: Because I'm nice, you should try it. Come on, compliment me. 74 fans have answered this question No one has commented yet 61% medium

Which episode? 73 fans have answered this question No one has commented yet 38% medium

Which episode? S:The real part is after the honeymoon ends when you settle down with someone, the three-month milestone. B:It's not a milestone, it's a gravestone. 73 fans have answered this question No one has commented yet 67% medium

Which episode? S:Let them discipline the sibling that actually deserves it. B:You mean Chuck? 73 fans have answered this question No one has commented yet 55% medium

Which episode? S:What happened was a tragedy and I am filled with regret over it, but I was not responsible. B:Were you responsible for the sextape? 73 fans have answered this question No one has commented yet 47% medium

Which episode? B: Why don't you just buy him a new outfit for Cedrick and call it day. S:Thank you for being totally not helpful at all. 73 fans have answered this question No one has commented yet 59% medium

Which episode? B:There's nothing you could ever say to make me let go. I love you. What is it? S:I killed someone. 73 fans have answered this question No one has commented yet 29% hard

Which episode? S:I'm really sorry. B:Yeah, I could tell. Since you didn't call or write the entire time it was happening. 72 fans have answered this question No one has commented yet 44% medium

Who said this? "Well, I can see my advice went the way of the clog!" 71 fans have answered this question No one has commented yet 66% medium

Which episode? S:There are other schools besides Yale. Like Princeton. B: Princeton is a trade school. 71 fans have answered this question No one has commented yet 35% medium

Which episode? S:I still miss Dan sometimes,more than sometimes...all the time. B:The only thing lamer than dating Dan Humphrey is mourning Dan Humphrey. 71 fans have answered this question No one has commented yet 70% medium

Which episode? B:Remember, Serena doesn't share. S:Remember, Blair should learn to. 71 fans have answered this question No one has commented yet 32% medium

Which episode? 69 fans have answered this question No one has commented yet 70% medium

Which episode? 69 fans have answered this question No one has commented yet 86% very easy

Which episode? S:Shouldn't I give him a heads up or something? B:Oh, absolutely. Guys hate to be caught off guard by sex on the first date. 69 fans have answered this question No one has commented yet 46% medium

Which episode? S:Blair Waldorf, a fling? You're not exactly low maintenance. B:It's like Roman Holiday but I'm Gregory Peck and he's Audrey Hepburn! 69 fans have answered this question No one has commented yet 43% medium

Friends or Enemies? 66 fans have answered this question No one has commented yet 95% cakewalk

Which Episode? B:"SERENA. I mean, Serena. There you are. May I speak to you for a moment please?" 64 fans have answered this question No one has commented yet 42% medium

Which episode? S:B, it was the most romantic thing... B:Who cares about plaque or pretentious artists when your best friend is having a meltdown! 63 fans have answered this question No one has commented yet 40% medium

Friends or Enemies? 59 fans have answered this question No one has commented yet 95% cakewalk

Which episode? 59 fans have answered this question No one has commented yet 59% medium

Who said it? "How could you spend seven hours on a plane with a library of romantic comedies and not find clarity?" 54 fans have answered this question No one has commented yet 85% very easy

Who said it? "How is my first day at Columbia supposed to matter if Gossip Girl isn't around to tell people it does?" 53 fans have answered this question No one has commented yet 83% easy

Who said it? "Coffee is the thing you have before you pay the check to go have sex." 52 fans have answered this question No one has commented yet 96% cakewalk

Who said it? "I thought finding out your honey was a hooker would be enough to sway you but you just rewarded her for her tricks. Pun intended." 52 fans have answered this question No one has commented yet 87% very easy

Who said it? "Why would I jeopardize my college career by lying? So go ahead, fire Colin. Oh wait! He already quit. So let's just go in and enjoy some jeté. Allegro." 52 fans have answered this question No one has commented yet 63% medium

Who said it? I always have a plan C. 51 fans have answered this question 1 comment 96% cakewalk

Who said it? "I need a chance to succeed on my own. I want to be myself, where I belong." 49 fans have answered this question No one has commented yet 69% medium

Which episode? "Blair:Go forth to Madison and seek out the perfect dress. And then follow your heart to the perfect guy. Serena: Okay, Sensei." 49 fans have answered this question No one has commented yet 41% medium

What colour are Serena's pants ?? 48 fans have answered this question No one has commented yet 77% easy

Which episode? Blair: "I've never been so happy for Internet porn! Humphrey, you've done a fine job. Serena and I can take it from here." 48 fans have answered this question No one has commented yet 75% easy

Which episode? Blair: "Oh, and who do you love? Nate then Dan then Dan again. Aaron, Gabriel, Carter, Tripp. Then Dan again. Then Nate again." 48 fans have answered this question No one has commented yet 58% medium

Which episode? B: Once men have tasted cavier it baffels me how they settle for catfish 47 fans have answered this question No one has commented yet 47% medium

Who said it? "If only there were a device of some kind to keep the time." 47 fans have answered this question No one has commented yet 64% medium

Who said it? "I know you and you'll always regret it if you do nothing and just let him disappear." 47 fans have answered this question No one has commented yet 85% very easy

Who said it? "Even though you may regret entering my world, at least you've developed terrific social espionage skills." 47 fans have answered this question No one has commented yet 40% medium

Which episode? Blair: "Chuck gave Eva a limited edition Baignoire Cartier watch. Gossip Girl even has a whole thread where people can guess how much it costs." 47 fans have answered this question No one has commented yet 77% easy

Which episode? "Serena: [to Dan] I'll call you later. Blair: No she won't!" 47 fans have answered this question No one has commented yet 51% medium

Who said it? "I know we agreed to wait, but it feels like life is just passing us by. It's not fair." 46 fans have answered this question No one has commented yet 78% easy

Who said it? "You are one macchiato away from making the same mistake that you always make, and I won't be an accomplice." 46 fans have answered this question No one has commented yet 78% easy

Who said it? "What have we here? Bed: unslept in. Hair in... missionary disarray. And yesterday's dress with today's shame all over it." 46 fans have answered this question No one has commented yet 93% very easy

Who said it? "Wow. And I thought college was going to be different from high school." 46 fans have answered this question No one has commented yet 78% easy

Who said it? "I wouldn't worry... any normal summer [Chuck]'s drunk on some island where polygamy is legal. Given everything that happened it makes sense he's gone rogue." 46 fans have answered this question No one has commented yet 43% medium

Which episode? Serena: "You know that ring was meant for you. [Chuck] was going to propose to you on top of the Empire State Building." 46 fans have answered this question No one has commented yet 72% medium

Which episode? Blair:"Professors have a God complex. So just meet with him and say you're sorry. The simplest way to turn an enemy into a friend is to seek their counsel." 46 fans have answered this question No one has commented yet 52% medium

Which episode? Blair: "You are Serena van der Woodsen. You deserve a guy who would move mountains to be with you if he had to." 46 fans have answered this question No one has commented yet 46% medium

Which Episode? Serena: Seriously? No one's gonna believe that. Blair: Wanna bet? 45 fans have answered this question No one has commented yet 47% medium

Who said it? "I'll go back by myself and I'll come up with some story as to why you didn't return. You tripped and fell in the fountain." 45 fans have answered this question No one has commented yet 91% very easy

Who said it? "Well if you're talking about Chuck, don't worry. The only person he wants to poison is himself." 45 fans have answered this question No one has commented yet 40% medium

Who said it? "I don't understand. You brought Colin as your date. Are you on a sugar high?" 45 fans have answered this question No one has commented yet 47% medium

Who said it? "Do you remember when Chuck gave his heart to his mother? That was the beginning of the end- For all of us." 45 fans have answered this question No one has commented yet 80% easy

Which episode? "Blair: You still haven't made your Sophie's Choice between Brooklyn and the UES..." Serena: It's like choosing between eclairs and Napoleons." 45 fans have answered this question No one has commented yet 31% medium

Which spisode? Serena: "Blair what are you doing? We said we wouldn't check Gossip Girl all summer." 45 fans have answered this question No one has commented yet 78% easy

Which episode? Serena: "...You're Blair Waldorf. Fortitude is your talent. Stay strong." 45 fans have answered this question No one has commented yet 33% medium

Which episode? Serena: "Blair, [Chuck] almost died holding on to that ring and to the hope of you." 45 fans have answered this question No one has commented yet 62% medium

Who said it? "Even in Utah only the men get to have more than one spouse. Which, I've come to realize, is extremely sexist." 44 fans have answered this question 1 comment 68% medium

Which episode? Serena: "Why are we sidebarring? Do you really want access to strip clubs?" 44 fans have answered this question No one has commented yet 48% medium

Which episode? Serena: "...Now it turns out so is Colin [attending the party]. Blair: Unless you mean Firth or Farrell I'm not listening." 44 fans have answered this question No one has commented yet 41% medium

Which episode? "Serena: You know what? I will stay away from Nate and Dan. But you have to stay away from Chuck and Eva. No plotting. No meddling. No Blair Waldorfing." 43 fans have answered this question No one has commented yet 56% medium

Who said it? "I know more than anyone what it's like to want to reinvent yourself. But just because people are mad at you doesn't mean you should disappear." 42 fans have answered this question No one has commented yet 71% medium

Who said it? "A good scandal is one thing, but even Gossip Girl likes to keep things classy and somewhat true." 42 fans have answered this question No one has commented yet 55% medium

Who said it? "I love it how it has never occurred to you that someone might not want to see you every single day." 42 fans have answered this question No one has commented yet 64% medium

Which episode? "Serena: With Dan and Nate behind me I really feel like I can bury the old me and start anew. Blair: May you rest in peace." 42 fans have answered this question No one has commented yet 40% medium

Which episode? Blair: "The good thing about no Gossip Girl: no Chuck. What about you? You're the one who has to start college with an ex-boyfriend loose on campus." 42 fans have answered this question No one has commented yet 71% medium

Which episode? Blair: "Quite a lot of judgment coming from you, Elizabeth Taylor! You're about one inappropriate relationship away from the Guinness Book." 42 fans have answered this question No one has commented yet 45% medium

Who said it? "If it was ever made public that you had a dangerous liaison with a teenage Brooklynite who technically is your step-sister, you'd be socially guillotined." 41 fans have answered this question No one has commented yet 88% very easy

Which episode? "Serena: I mean who would lie to Gossip Girl about something like that? Blair:Do you really want a list? Because I don't know if I have that kind of time." 41 fans have answered this question No one has commented yet 68% medium

Which episode? "Serena: It was just so easy in Paris. Blair: You were just so easy in Paris." 41 fans have answered this question No one has commented yet 34% medium

Which episode is this ? 40 fans have answered this question 2 comments 50% medium

Which episode is this ? 40 fans have answered this question No one has commented yet 53% medium

Which episode? Blair: "The only issue you should be having with Prof. Forrester is the topic of your midterm. Now if you don't mind, I'd like to it the snooze button..." 40 fans have answered this question No one has commented yet 48% medium

Who said it? "Why don't you and I have a Friends Valentine's Day? Manis, macaroons, massages?" 39 fans have answered this question No one has commented yet 54% medium

In which episode did Serena and Blair become Roomies ?? 39 fans have answered this question No one has commented yet 64% medium

Who said it? "They're all good men before something happens to them. Some of them stay good no matter how they're treated. 38 fans have answered this question No one has commented yet 74% medium

Which episode? Blair: First of all, S., you didn't go to school this year and you haven't had a real job in months, so life is kind of like summer for you. 38 fans have answered this question No one has commented yet 50% medium

Who said it? "Well if I cut everyone out of my life who made a mistake I wouldn't have anyone left." 37 fans have answered this question No one has commented yet 65% medium

Who said it? "Why do you have mad face?" 37 fans have answered this question No one has commented yet 70% medium

Which episode? Serena: "B, come on. You and Chuck have way too much history to interact in a casual way." 37 fans have answered this question No one has commented yet 32% medium

Who said it? "You prefer when you're the one in the spotlight. But it's my turn now. You can have a taste of what it's like to be in my shadow for once." 36 fans have answered this question No one has commented yet 83% easy

Who said it? "Fashion is the most powerful art there is. It's movement, design and architecture all in one. It shows the world who we are and who we'd like to be." 36 fans have answered this question No one has commented yet 81% easy

Who said it? "It's taking all the power I have to walk away from you." 35 fans have answered this question No one has commented yet 83% easy

Who said it? "Even though you may regret entering my world, at least you've developed terrific social espionage skills." 35 fans have answered this question No one has commented yet 51% medium

Who said it? "When it comes to experiencing an ex with a new love, you have some insight." 35 fans have answered this question No one has commented yet 77% easy

Who said it? "Well, here's my advice: have a little faith, and if that doesn't work, a lot of Mimosas." 35 fans have answered this question No one has commented yet 71% medium

Who said it? "I've been trying so hard to prove to the world that I've changed. But the person that doubted it the most was me. I'm going to work on that." 35 fans have answered this question No one has commented yet 83% easy

Who said it? "Just because we can't be friends doesn't mean we aren't." 34 fans have answered this question No one has commented yet 79% easy

Who said it? "The great loves are the crazy ones." 34 fans have answered this question No one has commented yet 82% easy

Who said it? " There's no starting over. No matter where I go, whatever I do, my past seems to follow me." 34 fans have answered this question No one has commented yet 71% medium

Who said it? "I kissed someone. And it was truly a life-changing experience." 34 fans have answered this question No one has commented yet 88% very easy

Who said it? "It's like choosing between eclairs and Napoleons. They're both delicious." 34 fans have answered this question No one has commented yet 65% medium

Who said it? "The thrill of a secret affair is the sneaking around. Trust me, they won't be able to resist slipping away for a moment together." 33 fans have answered this question No one has commented yet 67% medium

Who said it? "Oh please, I've celebrated more Fashion Weeks than birthdays. I know how it is. My mother's very high-strung." 33 fans have answered this question No one has commented yet 100% very easy

Which episode? 32 fans have answered this question No one has commented yet 22% hard

Who said it? "Thanksgiving without Jenny Humphrey. What fun would that be?" 32 fans have answered this question No one has commented yet 91% very easy

Who said it? "I know more than anyone what it's like to want to reinvent yourself. But just because people are mad at you doesn't mean you should disappear." 32 fans have answered this question No one has commented yet 69% medium

Who said it? "As someone well-acquainted with darker human emotions...There is only one motive powerful enough to fuel a gaslighting like this and that is retribution." 32 fans have answered this question No one has commented yet 94% very easy

Who said it? "A takedown only takes two minutes. Tell me the plot points! 32 fans have answered this question No one has commented yet 94% very easy