Serena, Dan, Blair, Nate, and Chuck all went through some pretty major changes from season 1 to season 6 of Gossip Girl. Some wanted their parents' approval, others strove for popularity, and then there were those who wanted to make a life separate from their glamorous Upper East Side upbringing. They started as spoiled teenagers and ended as spoiled adults — but with clearer pictures of who they were and what they wanted.
From the first season of Gossip Girl to the last, there was hardly any way of predicting some of the various ways that things would end up for the characters. Some got everything they wanted, while others learned that they wanted all the wrong things.
10 Serena Wanted Her Life Back
The whole show starts with Serena returning to the Upper East Side, which kicks off the events that follow. After leaving NYC in a hurry following her hook-up with her best friend's boyfriend and accidentally killing a guy — in the same night! — she returns after a year away at boarding school, with the hope of leaving her hard-partying lifestyle behind and getting her family and friends back.
This apology tour starts with Blair, the person she wronged the most deeply. Though things are initially rough between the two best friends and they go through many more rough patches throughout the series, they end the show as close as ever, with Blair hosting Serena's wedding at her own family house. Serena also comes back to be there for her brother, with whom she shares a close relationship. She ends the series back on top as one of the most popular women of the Upper East Side's social scene.
9 Dan Wanted Serena
From the moment Dan saw Serena, he was obsessed. He even developed an entire website dedicated to stalking her and her friends, and pursued her most doggedly until he became somewhat disenchanted with her perpetually complicated lifestyle.
They spend most of the series not as a couple but reunite after burning all their bridges in season 6. Serena even finds out the secret Dan's been hiding from her throughout the entire series, and this does nothing to dissuade her from marrying him in the time jump during the series finale.
8 Jenny Wanted To Make A Name For Herself
Jenny's main desire throughout the show was to be popular. She did all manner of favors and underwent a lot of hazing just for the chance to be accepted by Blair and her posse, but eventually tried to take the throne for herself.
She should've known better than to take on Blair Waldorf, seeing as she failed pretty miserably every time and was literally banished by the queen herself from the entire island of Manhattan. Despite Jenny's failure to take over the Upper East Side, she still became something of a legend — even if it was for mostly the wrong reasons.
7 Nate Wanted To Forge His Own Path
The first time audiences are introduced to Nate Archibald, he's complaining about how his father wants him to go to Dartmouth and date Blair Waldorf. Having to go to the wrong Ivy League school and date the wrong beautiful girl is about as big as Nate's problems get — well aside from when his dad goes to prison, which was also pretty rough.
Nate really sticks it to his parents by going to Columbia instead of Dartmouth and using his grandfather's connections to get a job instead of his father's. So there!
6 Dan Wanted To Be Part Of The "In" Crowd
As much as Dan liked to act like he was totally above it all, he always wanted to belong to the popular crowd just as much (if not more) than Jenny did. He stalked Serena, bristled at the lack of acceptance from her friends, and tried to make high-profile connections every chance he got.
By the end of the show, Dan has become fully indoctrinated into the Upper East Side's social scene, being the former stepson of Lily Van Der Woodsen, marrying Serena, dating Blair, and being close friends with Nate Archibald, as well as a best-selling author and holder of all of their secrets.
5 Jenny Wanted To Be A Fashion Designer
The other thing that consistently drives Jenny is her passion for design. She goes from sewing in her bedroom to interning for Eleanor Waldorf, though she screws up that opportunity by teaming up with a destructive fashion model, and her career is temporarily derailed.
In the series finale, she comes back for Serena and Dan's wedding. If fans look closely, they'll notice she's carrying a bag labeled "J by Waldorf," suggesting that not only was she able to make a career out of fashion design, but that she went on to work with Blair, creating a line under her family label.
4 Blair Wanted Her Mother's Approval
Though Blair is a very powerful character, often outfoxing and controlling those around her, what makes her a fan-favorite is how deeply insecure she is. It's these insecurities that drive her impulses — she feels second-rate to her best friend, her first boyfriend never loved her as much as she loved him, and her mother is very hard on her.
Blair wanted desperately to meet her mother's impossible standards and to stop being overlooked and threatened by Serena. By the finale, Blair has successfully taken over her mother's fashion line, finding a job that allows her to both set trends and boss people around — two of her favorite things.
3 Dan Wanted To Be A Writer
Dan's artistic inspiration came in the form of storytelling. He enjoyed writing and often penned stories about Serena and other people he was inspired by from the Upper East Side. He tried to use his skill to get into an Ivy League school and managed to pull off a best-selling novel. He only ever wrote about his friends and family, often unfavorably and without their permission, but he made a career of it nonetheless.
2 Chuck Wanted Blair
Ever since their first hook-up in season 1, Chuck had feelings for Blair that he typically reserved for finances only. She wasn't yet over her first boyfriend, Nate, but Chuck still pursued her. Their relationship went through many ups and downs — he left her at an airport, sold her for a hotel, and she married a prince — but they always found their way back to one another.
After he killed his father, Chuck proposed to Blair, and the two finally tied the knot in the most dramatic way possible: quickly, and right before being taken into custody for questioning. During the flash-forward, they're shown to still be married and they have a son, who apparently shares his father's fashion sense.
1 Georgina Wanted To Be Part Of The Group
When Georgina first showed up to wreak havoc, it was with the purpose of trying to get Serena to be her friend again. Blackmail wasn't the best way to go about it, but that's Georgina. She became the character that showed up at the end of each season to shake things up, and nobody was ever happy to see her — except for the fans.
Though it was with major reluctance that any of the main characters involved her in their schemes, the finale shows that she made it to the inner circle, getting an invite to Dan and Serena's wedding... and apparently dating Jack Bass?
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December 05, 2020 at 12:30AM
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