15 'Gossip Girl' Moments We'll Never Forget
Hey Upper Eastsiders! Gossip Girl might have been one of the most unrealistic TV shows in history, but it also happens to be one of our favorites. Along with all those delicious scandals that took place over the show's six season run, there were definitely a few that stood out from the rest and still have us pausing to reflect on them to this day. Serena van der Woodsen, Blair Waldorf, Chuck Bass, Dan Humphrey, and to a far lesser extent, Nate Archibald, all said and did things over the series that just about killed us at the time, and still have an emotional impact all these years later. Some of them pleased us immensely, and some of them made us sick to our stomachs, but they were all unforgettable. Here are 15 Gossip Girl moments we'll still be thinking about for years to come. Look away if you don't want spoilers!
15 Serena's Return To NYC
The pilot episode starts with Serena arriving at Grand Central Station after being at boarding school for the summer. As Gossip Girl tells us, she left to run away from a secret. This beginning moment is so memorable because it's the first time we meet the show's main protagonist, Serena, and we're immediately hooked in by the secret she's hiding and what will be waiting for her when she gets home. Of course, she is welcomed by a total mess at home, as her brother, Eric, has been institutionalized and her mother, Lily, is covering it up out of shame, and there's some serious tension between Serena and her best friend Blair. Of course, we now know that Serena slept with Blair's boyfriend Nate at a wedding. Re-watching this pilot moment is exciting because it takes us right back to a much simpler time when we still had so many secrets to discover.
14 Blair's Pregnancy Surprise
This is one of those OMG moments that we're still not over, even if the arc didn't really lead anywhere. In the fourth season finale, a positive pregnancy test is found in the trash sitting in Serena and Blair's unshared bathroom. With no way to tell which of the girls it belonged to, let's just say that it was a long and stressful wait for the Season Five premiere! When the next season finally arrives, Blair is being fitted for her wedding dress and the stylist asks her, “Do you know how far along you are? We absolutely died! An unplanned pregnancy is exciting in any circumstance (in TV land!), but this is doubly so because Blair has recently slept with Louis and with Chuck. The baby is revealed to be Louis', but Blair suffers a miscarriage when she is in a car accident with Chuck, and baby Grimaldi is never born.
13 Blair Meets Louis
Let's backtrack a little before all that pregnancy stuff, to Blair and Louis' very first meeting in Paris. This moment was magical, mainly because at the time we didn't realize how annoying Louis was going to turn out to be. And who hasn't fantasized about meeting a handsome Prince of Monaco in Paris? For the entire time we know Blair, she is obsessed with the idea of royalty, even if it's limited to being the Queen Bee of the Upper Eastside. So when she finally meets a real Prince in a Parisian setting, it is amazing on one hand, and the most natural thing in the world on the other. We definitely lived vicariously through Blair through this episode, since the likelihood of anybody besides Blair running into a Prince is next to none. Unfortunately, being royal turns out to be a pain for Blair, and she gets herself into some trouble!
12 Serena Admits To An Accident
Even though this moment doesn't turn out to have as intense a storyline as we hoped it would, actually hearing Serena admit to Blair that she thinks she killed someone was life-changing at the time. The real story behind Serena's confession isn't like it sounds. We find out that Serena ended up in a hotel room one night with her friend Georgina Sparks and a guy called Pete, a drug addict. When Georgina leaves, Serena suggests that she and Pete take some drugs to make things more interesting, but he overdoses and has a seizure. Serena calls 911 and runs away with Georgina, and waits for Pete to leave the hotel room with the help of paramedics. Unfortunately, she sees him leaving the hotel in a body bag and feels totally responsible for suggesting the drugs in the first place! That's heavy stuff, but S made it sound like she'd murdered someone intentionally!
11 Bart's Funeral
Okay, we were secretly relieved when Chuck's evil and greedy father, Bart Bass, died in Season Two. He was never a genuine guy at all! The funeral, in particular, is a really unforgettable moment because we see Chuck totally break down. He freaks out when he sees that Dan is attending the funeral since Dan used his writing to betray Bart earlier in the series. It's clear from the beginning that a huge part of Chuck's character is his feeling deeply insecure over his parents. He's told that his mother died giving birth to him and he grows up believing that his father resents him because of that. Of course, we later find out that that's not true at all, and Bart is just a tool in general. But Chuck consistently has issues relating to his father, and this even gets in the way of his relationship with Blair from time to time.
10 Olivia Burke
There is definitely one scene, in particular, involving the guest character of Olivia Burke that we can all remember-when she, Dan and Dan's old friend Vanessa Abrams have a little ménage à trois. But the whole period in which Olivia is on the show is a memorable moment in itself, simply because Olivia is played by one of our childhood faves, Hilary Duff. Basically, Olivia is Vanessa's roommate at NYU, and introduces herself to Dan as 'Kate' to hide the fact that she is secretly a hugely famous actress! Everybody seems to know who she is except for Dan, and so he asks her out. After he realizes who she is, the two are able to keep up a relationship for much longer than anyone would have expected, although it's certainly not without its ups and downs! In the end, though, of course, Olivia can't stay on the Upper Eastside.
9 Juliet's Secret Is Revealed
Serena is definitely not anything even close to an angel, but that doesn't mean we're okay with outsiders coming onto the show and totally messing with her. In Season Four, newcomer Juliet Sharp and her half-brother Ben have a plot in place to destroy Serena's life, and since we don't know what their motives are straight away, this drives us crazy! Juliet succeeds at turning Serena's world upside down, including forming an I-Hate-Serena Club with Vanessa and Dan's little sister, Jenny. They turn everyone against her, including Blair, Dan, and Nate. Juliet drugs her and sends her to Queens and makes everyone think she went on another one of her famous benders. So poor Serena really goes through a lot! Why? Because Juliet and Ben believe that Serena signed a court document stating that Ben committed a crime and sent him to prison. After a stressful season, it was amazing to have everything out in the open!
8 Dair
This is one of those moments that is memorable because it's so out of place with the way things are supposed to run, not because it makes us happy! After hating each other for most of the series, Dan and Blair end up forming a close friendship where they come to trust each other and seek each other out in times of need. This is strange from the beginning because they're really the most unlikely friends ever. Dan is from Brooklyn and never good enough to truly be a part of the Upper Eastside clan, and Blair is the queen of the Upper Eastside clan. But then the tension builds up between the two until they get together and 'Dair' is formed. For most fans of the show, this is blasphemous because we know that it's meant to be Dan and Serena, a.k.a. 'Derena', and of course Chuck and Blair, a.k.a. 'Chair'.
7 Dan And Serena's Wedding
Thankfully, the whole Dair nonsense is super short lived, and sooner or later, everyone is paired with the right people, more or less. After six seasons of being off again and on again, and an endless array of scandals, secrets and backstabbing, Dan and Serena finally end up together. Even though we all know that they're meant to be together, we did get a bit nervous over some parts of the series. So it's a relief to finally see them together and happy! The wedding itself is beautiful to watch because all the important people are there, including Jenny and Eric. This takes place in the series finale a few years into the future, so Chuck and Blair are there with their son, Henry. Serena's parents are back together, and Dan's father, Rufus, is happy, and Dorota is there, and it's just a tear-jerker of a wedding! Not to mention the dress… Wowza!
6 Serena's Car Accident
The Gossip Girl car accidents certainly leave us on the edge of our seats! In the third season, Serena begins having an affair with a married politician and Nate's cousin, Tripp van der Bilt. Bless Serena and her terrible ideas! The whole thing essentially turns to custard when his wife gets involved, and we find out that the van der Bilts care much more about social status than they do about their fellow humans or doing the right thing. Tripp crashes the car while arguing with Serena, and she is left seriously injured. Again, even though Serena often makes some questionable decisions, we definitely don't like seeing her in a car wreck! Tripp, like the brave lion he is, rings 911 for Serena and then scurries away before he is seen associating with her. Nate later stays in the hospital with Serena all night like a good friend should, and she pulls through!
5 Finding Out Bart Bass Is Alive
Though the show is full of scandals, it's rare that something comes along that is totally unexpected. Once we're used to all the characters and pay attention to all the growing tensions between them, we can pretty much guess what sorts of things the writers may throw our way. But this is not one of those things! Bart Bass dies in the second season and we even saw his funeral. So when Chuck walks into the upstairs room of the mansion where the elite brothel is operating and sees his father, whom he thought he buried three years ago, alive and well, he doesn't know how to process it and neither do we! It turns out there was an assassination attempt on Bart's life, and he used it to fake his own death and then retreat into hiding so the person trying to kill him would never succeed. Talk about a twist!
4 Ivy Dickens Reveal
One of the other major character secrets that we seriously couldn't wait for the rest of the cast to discover was the truth about Serena's cousin, Charlie. In what is a truly messed-up situation which could only happen on Gossip Girl, Serena's aunt Carol hires an actress named Ivy Dickens to impersonate her daughter Charlie in order to get access to Charlie's trust fund. We find out that the girl claiming to be Charlie is really Ivy before our favorite Upper Eastsiders do, and we spend much of the season praying that her secret will be discovered. It is eventually, and the van der Woodsens exile Ivy and want nothing to do with her. This breaks our hearts a little because although she is a fraud, Ivy ends up caring about the family, and (with the best intentions!) nurses the Rhodes matriarch, Serena's grandmother CeCe, before eventually inheriting her fortune.
3 Georgina Reveals She's Pregnant
She may serve as the ultimate villain of the show for the majority of the time, but we can't help having a soft spot for Georgina Sparks! She does a lot of evil things to the gang, but one of the most memorable is when she shows up at Dan's door with a pregnant stomach after having slept with him. Talk about awkward! They name the baby Milo, and Dan helps to raise him, meanwhile we're in disbelief that Dan actually got himself into a situation where he has a baby with Georgina Sparks. Of course, Rufus isn't convinced that Georgina is being honest with Dan, since when has she ever been honest with anyone? It turns out that the baby is in fact not Dan's, so the pregnancy reveal in hindsight was a little anti-climactic. It was totally groundbreaking stuff at the time, though. You have to love Georgina!
2 Dan's Gossip Girl Reveal
Coming in at a very close second place on our list is the moment we find out that Dan is really Gossip Girl. For the duration of the series, fans speculate who could be behind the Gossip Girl blasts that almost ruin the lives of the people they're about, and the characters themselves try hard to figure it out when they're not busy with their plethora of other scandals. Were we expecting it to have been Dan all along? Yes and no! On one hand, it works really well and makes sense because Dan has always been the outsider looking in, and this was the perfect platform for him to get closer to the people he wanted to be. On the other, he caused pain to the people he loved, and if we look back, we're sure that it was physically impossible for him to be Gossip Girl some of the time! Hmm… Yeah, we're still not over this.
1 Chair Wedding
The moment that we will remember forever above all the rest is the wedding of Chuck and Blair. In some ways, it wasn't as spectacular as it could have been because, hey, they kind of rushed it so Blair wouldn't have to testify against Chuck. But it was a Chair wedding, so who the hell cares?! In our opinion, the relationship between Chuck and Blair is really what made the series, and we support them more than any other couple on the show, including Dan and Serena! So to see them get married, under any circumstances, was like a dream come true. After disappointing us in a few other ways, the writers of the show allowed us this one indulgence, and we will forever be grateful! The wedding itself, although rushed, is simple and beautiful, and Blair's dress is to die for. They finally get to celebrate their love, which was there all along. Sigh.