| Question | Diff. | By | Answers |
| whose baby was blair carrying | Easy | Anonymous | • louse • nate • chuck • dan |
| How many times does Chuck tell Blair he loves her | Medium | DeathIsARight | • 1 • 5 • 3 • 7 |
| What does Chuck finally say to Blair in Season 2 | Easy | DeathIsARight | • I hate you • Will you marry me • You make me sick • I love you, too |
| What Three countries did Gossip Girl say Chuck was spotted at | Hard | DeathIsARight | • Germany, Spain and Greece • UK, Poland and Russia • Japan, Austia and China • France, Germany and Italy |
| What names does Scott call Vanessa when she is talking to Nate | Medium | DeathIsARight | • Ugly and Stupid • Clarissa and Melissa • Melissa and Daniella • Vanity and Danity |
| Who composed the theme music | Medium | DeathIsARight | • Usher • Prince • Transcenders • There is no music |
| Who is Blair kissing in the start of School Lies | Medium | DeathIsARight | • Nate • Chuck • Dan • Bex |
| How does everybody find out about Serena's return | Easy | DeathIsARight | • Gossip Girl • Dan • Chuck • She called them |
| Who does Serena sleep with before leaving town | Medium | DeathIsARight | • Dan • Chuck • Nate • Nobody |
| Who gets in trouble for Gambling | Medium | DeathIsARight | • Nate • Chuck • Dan • Blair |
| Who was Serena looking for in Santorini | Hard | DeathIsARight | • Her Mother • Her Father • Her Brother • Her Sister |
| Who did Gossip Girl say she would be nothing without | Medium | DeathIsARight | • Everyone who sent her tips • Chuck • Serena • Dan |
| What color nail polish was Blair wearing when she tried to seduce Chuck at the Grad Party | Hard | DeathIsARight | • Black • Purple • Green • Clear |
| What does Chuck find out about Blair on New Year's | Medium | DeathIsARight | • She is gay • She slept with Dan • She is a wanted criminal • She slept with Jack |
| Who says, Was she just about to tell me she loved me | Medium | DeathIsARight | • Chuck • Nate • Dan • Bex |
| Who did Nate tell he and Blair broke up in Season 2 | Medium | DeathIsARight | • Chuck • Dan • Lily • Serena |
| What team did Jenny, Dan, Rufus and Alison split into to play football | Hard | DeathIsARight | • Jenny and Dan vs Alison and Rufus • Jenny and Alison vs Dan and Rufus • All against Dan • Jenny and Rufus vs Alison and Dan |
| In Blair Waldorf must Pie, who did Blair's mom send her dads pie to | Medium | DeathIsARight | • The Doorman • Cabbie • Serena • Chuck |
| When Serena went to get blair from her apartment, where did she find her | Medium | DeathIsARight | • Kitchen • Bathroom • Bar • Outside |
| Who said I am adult-napping you | Medium | DeathIsARight | • Chuck • Lily • Dan • Serena |
| What is the name of the main character in Alison's plays | Hard | DeathIsARight | • Roger • Sam • Millie • Jenny |
| What name is above Serena's on Nates phone | Hard | DeathIsARight | • Robert • Dan • Lily • Chuck |
| What dessert did Blair eat after she left the dinner table in Blair Waldorf must Pie | Easy | DeathIsARight | • Cupcake • Pie • Cake • Sundae |
| What did the Van der Woodsen's plan on eating after being univited for dinner by the Waldorf's | Hard | DeathIsARight | • Raw pumpkin and a duck • Spam and Eggs • Turkey • Chicken and M&M's |
| What is Nate's full name | Medium | DeathIsARight | • Nathan • Nathaniel • Nixon • Mitchell |
| Who does Dan save from being hit by a cab | Medium | DeathIsARight | • Serena • Blair • Nate • His mother |
| In season 1, who takes Serena to the Cotillion Ball | Medium | DeathIsARight | • Chuck • Blair • Dan • Bex |
| In season 1, where does the Van der Woodson spend Thanksgiving | Medium | DeathIsARight | • Waldorf's house • Humphrey's house • At home • At a bar |
| In episode 9, what is the name of the festival | Medium | DeathIsARight | • Easter • Christmas • Halloween • Thanksgiving |
| Whose birthday is in the 8th episode | Medium | DeathIsARight | • Dan • Serena • Blair • Chuck |
| In episode 8, what is the name of Jenny's mother | Medium | DeathIsARight | • Danice • Jenny • Karla • Alison |
| Who does Blair lose her virginity to | Easy | DeathIsARight | • Chuck • Dan • Bex • Lonely Boy |
| What does Chuck want to invest in during episode 7 | Medium | DeathIsARight | • A strip club • A bar • A Wal mart • A web site |
| Who does Nate kiss at the ball thinking it was Serena | Medium | DeathIsARight | • Blair • Lily • Jenny • Dan |
| In Episode 6, who is Dan's childhood friend | Medium | DeathIsARight | • Vanessa • Will • James • Marla |
| What street does Serena live in during episode 1 | Medium | DeathIsARight | • Madison • Wallace • 4th • MLK |
| What is Dan's cabbage patch doll named | Hard | DeathIsARight | • Fred • Milly • Cedrick • Jenny |
| Which is one of Blair's favorite movies | Medium | DeathIsARight | • Die hard • Breakfast at Tiffany's • Titanic • Jaws |
| What is Jenny's locker number | Hard | DeathIsARight | • 18 • 6 • 19 • 23 |
| Where is Dorota from | Medium | DeathIsARight | • Poland • Texas • Miami • France |
| Based on Chuck's cell phone, what is Blair's area code | Hard | DeathIsARight | • 555 • 676 • 809 • 917 |
| In a world ruled by what, does it pay to have a pal | Hard | DeathIsARight | • Wealth and Power • Bloodlines and Bank Accounts • Family and Greed • Sex and Greed |
| Who helps Nate at the card game Carter invites him to | Medium | DeathIsARight | • Dan • Lily • Serena • Chuck |
| What is the name of the art dealer who buys Rufus' wife's painting | Hard | DeathIsARight | • Bex Simon • Simon Rex • Dan Mitchell • Jane Carter |
| Who was chosen as the face of Eleanor's line | Medium | DeathIsARight | • Serena • Lily • Blair • Dan |
| In Bad News Blair, what does Blair call Dan while shopping | Medium | DeathIsARight | • Lonely Boy • Charity Work • Loser • Lame |
| What actor does Chuck think Carter looks like | Hard | DeathIsARight | • Brad Pitt • Will Smith • Matthew McConnaughey • Chuck Norris |
| Who visited Chuck and Nate in Bad news blair | Hard | DeathIsARight | • The President • Nate's mother • Chuck's Father • Carter Baizen |
| Who is interested in carrying Eleanor's line | Medium | DeathIsARight | • Henry Bendel • Liz Taylor • Armani • An unnamed designer |
| Who get married at the end of season 1 | Medium | DeathIsARight | • Dan and Serena • Blair and Chuck • Lily and Dan • Lily and Bart |
| What camp does Georgina attend | Easy | DeathIsARight | • Camp for troubled girls • Fat Camp • Science Camp • Math Camp |
| Who does Dan cheat on Serena with in Much I Do about nothing | Medium | DeathIsARight | • Blair • Georgina • Lily • Nate |
| Who tries to make a move on Dan in Woman on the Verge | Medium | DeathIsARight | • Serena • Georgina • Blair's Mother • Lily |
| Who did Jenny have a crush on in Desperately Seeking Serena | Hard | DeathIsARight | • Dan • Chuck • Nate • Asher |
| Who did Serena think was sending her inappropriate gifts | Medium | DeathIsARight | • Chuck • Nate • Blair • Dan |
| Who gets spotted buying pregnancy tests | Medium | DeathIsARight | • Blair • Serena • Lily • Nate |
| Who said the key to the swimming pool was his to save Blair | Hard | DeathIsARight | • Roman • Nate • Dan • Nobody |
| Who was Blair's father's gay lover in Roman Holiday | Hard | DeathIsARight | • Roman • Nate • Dan • He didn't have one |
| Who tells everybody about what happened between Nate and Serena at the Brunch | Medium | DeathIsARight | • Blair • Nate • Chuck • Serena |
| Who does Dan find out that Lily is having an affair with in The Wild Brunch | Medium | DeathIsARight | • Bart Bass • Nate • Chuck • Serena |
| Where does Blair take Nate to take their relationship to the next step | Medium | DeathIsARight | • Blair's room • Nate's room • A Hotel • Chuck's room |
| Where does Nate and Serena's serious conversation take place in The Wild Brunch | Hard | DeathIsARight | • Sunday Brunch • Serena's room • Chuck's room • A Club |
| Why do Dan and Serena decide to go to Sunday Brunch | Medium | DeathIsARight | • Lily tells them to go • To eat • To fight Blair • They didn't |
| While waiting for Serena at the palace, why does Nate leave | Medium | DeathIsARight | • To stop chuck from fighting dan • To go to the bathroom • He was asked to • Serena texted him |
| What kind of dress does Blair give Jenny to extend friendship to her | Easy | DeathIsARight | • Blue • Eleanor original • Gown • Mini |
| Who does Serena visit in the beginning of The Wild Brunch | Medium | DeathIsARight | • Dan • Chuck • Nate • Eric van der Woodsen |
| Where did Sunday Brunch take place | Medium | DeathIsARight | • The Palace • Dan house • A Bar • Nowhere |
| In Dare Devil, who does Gossip Girl say stole Serena's heart | Hard | DeathIsARight | • Lonely Boy • Dan • Nate • Chuck |
| How does Jenny prove to the police that she is Blair | Hard | DeathIsARight | • She has keys to the store • She doesn't • She has her Social Secuirty number • She has the deed to the store |
| Blair dares Jenny to steal what item from her mother's shop | Medium | DeathIsARight | • A Watch • A Jacket • A Suit • Some Shoes |
| How does Lily find out that Eric left the Ostroff Center | Medium | DeathIsARight | • The center calls her • Jenny tells her • Blair tells her • Eric calls her |
| What does Blair dare Jenny to do in response to Jenny's dare | Easy | DeathIsARight | • Call the random guy's fiancee • Strip • Dance with a random guy • Rob the place |
| What does Jenny dare Blair to do once they arrive at a club | Medium | DeathIsARight | • Strip • Drink a beer • Punch a bartender • Kiss a random guy |
| Why does Jenny break Eric out of the Ostroff Center | Medium | DeathIsARight | • Blair dares her • Wants to • Fears for his life • Paid to |
| In Dare Devil, why doesn't Serena attend Blair's sleepover | Medium | DeathIsARight | • Didn't want to • Sick • Nate asked her not to • First real date with Dan |
| How does Jenny manage an invite to Blair's sleepover | Medium | DeathIsARight | • Serena bails out • Blair asks her • Dresses up as a boy • Lies |
| In Dare Devil, why isn't Serena happy with her date with Dan | Medium | DeathIsARight | • Isn't fancy enough • Took her to a fast food place • He tries to be too fancy • Was rude |
| What makes Blair regret the war | Medium | DeathIsARight | • Eric tells her attempted suicide • Serena breaks down • Nate blows up at her • She doesn't |
| Who causes the war between Blair and Serena to heat up at the mixer | Medium | DeathIsARight | • Dr. Ostroff • Dan • Nate • Chuck |
| In Poison Ivy which rep does Serena hog | Medium | DeathIsARight | • UCLA • Yale • Dartmouth • Harvard |
| Where does Chuck catch Serena when Blair asks him to dig up dirt on her | Medium | DeathIsARight | • Planned Parenthood • A Club • Nate's House • The Ostroff Center |
| Who is chosen to be the usher for the Dartmouth rep | Medium | DeathIsARight | • Nate • Chuck • Dan • Blair |
| Which rep does Dan want to be an usher for | Medium | DeathIsARight | • Yale • Duke • Dartmouth • UCLA |
| What school did Nates father want him to go to | Medium | DeathIsARight | • Dartmouth • Yale • Havard • UCLA |
| What were the guys and girls in charge of during ivy week | Medium | DeathIsARight | • Music and Decorations • Friday night mixer and ushers for the representatives • Dancing and Food • Mixer and Food |
| Why does Serena end up going to the kiss on the lips party | Medium | DeathIsARight | • Heard a police car • Jenny texts Dan asking for help • Her mother went • Got a text from Nate |
| How does Dan score a date with Serena in the pilot | Medium | DeathIsARight | • Bribed her • Won a bet • Bought her flowers • She asks him to avoid her mothers questions |
| Why doesn’t Serena go to the kiss on the lips party | Easy | DeathIsARight | • She wasnt invited • Grounded • Didn't want to • She was sick |
| How did Blair find out what happened between Serena and her Boyfriend | Medium | DeathIsARight | • Serena told her • She caught them • A text • Nate told her |
| Why did serena return to Manhattan from boarding school | Medium | DeathIsARight | • Her brother attempts suicide • Got kicked out • Missed New York • Ran away |
| Why did serena go to boarding school | Medium | DeathIsARight | • Mad at her mother • Crashed a car • Slept with her best friends boyfriend • Failed a test |
| Who is the voice of gossip girl | Easy | DeathIsARight | • Kristen Bell • Tyra • Veronica Mars • Blake Lively |
| What secret did Chuck threaten Jen with | Medium | DeathIsARight | • She was intimate with Blair's boyfriend • She smokes • She is gay • She stole something |
| At the kiss on the lips party, who does Jen have trouble with which causes her to ask for help | Medium | DeathIsARight | • Blair • Chuck • Dan • Serena |
| Where do Serena and Dan go on their date during the pilot | Medium | DeathIsARight | • A movie • A club • Dans' father's concert • Stayed at home |
| During the pilot, where do Serena and Eric see Jen and Dan | Hard | DeathIsARight | • A clothing store • A bar • A club • A hotel |
| What did Jen do to get invited to the kiss on the lips party | Medium | DeathIsARight | • Dress in drag • Hire a DJ • Steal something • Make the invitations |
| What item did dan find of serenas when she ran outta the hotel | Medium | DeathIsARight | • Scarf • Shoe • Cell Phone • Lipstick |
| In the first episdoe who was Blair's boyfriend | Medium | DeathIsARight | • Chuck • Dan • Nate • Will |
| During the pilot who is (was) Serena's best friend | Easy | DeathIsARight | • Chuck • Dan • Blair • She didnt have one |
| Why was Serena's brother in the hospital during the pilot | Medium | DeathIsARight | • He tried to committ suicide • He had a stroke • OD On drugs • Car crash |
| What's Serena's complete name | Easy | Anonymous | • Serena Waldorf • Serena Van Der Woodsen • Serena van der Woodsen • Serena Humphrey |