10 Couples That Hurt Gossip Girl (And 10 That Saved It)
Jennifer "Jenny" Tallulah Humphrey is a main character in the Gossip Girl . Jenny begins crushing on Nate and works to break up his relationship with Serena. From Nate Archibald to Nelly Yuki, here's what all your fave Gossip Girl characters Jenny most encapsulated the crushing humiliation, joy and, well, more She had a love/hate relationship with the GG inner circle, and her. Did anyone think Nate and Vanessa would end up together? The answer is probably no. That's why their relationship felt like something Gossip Girl had to Why Gossip Girl thought it was okay to have Jenny be with Chuck.
Before the plan takes place, the guilt of stealing the letter convinces Vanessa to tell Nate she stole the letter and accept the consequences. Once Jenny's plan takes place, it ultimately backfires. Nate is disgusted by Jenny's viciousness and decides to pursue Vanessa instead. He tells Jenny about the letter himself, and says he isn't interested in her.
Season 3 In Season 3, Nate is constantly looking out for Jenny, protective of her, and saving her from whatever trouble she gets herself into. Jenny and Nate dance together at the ball when Eric van der Woodsen and Blair's sabotage at Cotillion fails. Jenny still likes Nate and spends lots of the series attempting to break Serena and Nate up so she can be with him instead.
Jenny uses this to pull Nate back in at times. They spend the beginning of his birthday together, and they seem to be happy and playful together. Jenny's plan doesn't work and when she kisses Nate, he realises her plan from the start, he tells her that he wants to be with Serena.
When Serena leaves Dorota and Vanya's wedding with Carter Baizen to find her father, she tries to call Nate to explain but Jenny answers instead. He tells Jenny about the letter himself, and says he isn't interested in her anymore after what she did It's a Wonderful Lie. Meanwhile, Nate is struggling with his feelings for Serena and the two eventually enter into a relationship and Jenny has begun dating Damien Dalgaardan old friend of Serena's.
However, Damien wants to have sex with Jenny, but she is unsure about losing her virginity to him. When Serena discovers that she is planning on doing it, she plots with Nate to stop Jenny from doing so.
This plan entails having Rufus crash Jenny's lunch with Nate to ground her, which works until he decides to attend an event to see Lily. He brings Jenny along and she has Damien meet her there. On their way out, Nate tries to stop them but Damien slows him by punching him in the face. Jenny is excited until she finds out Eleanor also hired back her old frenemy, Agnes, who is hellbent on getting revenge on her.
At the show, Agnes drugs Jenny and leaves her at a bachelor party, which Nate witnesses her being taken to. He tracks her down to bring her home safely and this leads to Jenny realizing she still has feelings for him.
Chuck–Jenny relationship | Gossip Girl Wiki | FANDOM powered by Wikia
On Nate's birthday, Serena plans an extravagant surprise party for Nate but asks his friends to keep quiet and to downplay his birthday. Knowing almost everyone is ignoring him, Jenny uses this opportunity to spend some alone time with Nate and they go to lunch together. She also attempts to make him late for the party, which works for a time until they do arrive after a Gossip Girl alert is issued.
The party entails a game of Assassin, where each player has a polaroid photo of themselves and is "killed" when another player successfully takes the photo. The game eventually ends up with Jenny and Nate as the final players and in order to win, Jenny kisses him. When Nate confronts her about the kiss, she says she used it as a distraction only but watches jealously as he and Serena later leave the party together Inglourious Bassterds.
Soon after, Blair's maid Dorota is set to marry her boyfriend, Vanyain an impromptu wedding. The day of, Serena lies to Nate that she is having breakfast with her family when she is actually meeting Nate's enemy, Carter Baizenwho has information on her absent father. However, Carter later reveals this meeting to him in front of Jenny and Eric.
At the wedding, Carter asks Serena to come outside and tells her that he has her father's current exact location in Palm Beach, Florida. She mulls this over briefly before deciding to leave with Carter and not telling Nate. On the way to the airport, she discovers that Carter has known where he was for weeks and didn't tell her in an attempt to woo her away from Nate.
Angry, she kicks Carter out of the car and calls Nate's phone, which Jenny answers. Serena asks her to tell him that she's leaving but does't want any more secrets, and that she loves him. Jenny agrees to pass on the message but never does The Unblairable Lightness of Being. As a result, Nate is angry that Serena is not talking to him and ends up spending more and more time with Jenny.
When Serena eventually returns, Jenny is jealous that Nate is still willing to work it out with her. Meanwhile, Chuck is dealing with his break up with Blair and drunkenly tells Jenny that she actually has a shot with Nate now that Serena is back. To raise suspicion, she steals one of his shirts that she accidentally lets Serena see that she has. She confronts Nate about it and they start fighting about who is keeping secrets from who.
That night, Nate agrees to go to a Brooklyn art party with Chuck and Jenny, but Serena gets upset when she realizes where he is. Eventually, the two have sex and Jenny finally loses her virginity.
Last Tango, Then Paris
Right after they have sex Blair walks in and tells Chuck she loves him and Jenny sneaks out from the bedroom undetected by Blair. Back at the hospital Dan and Serena discuss the events of the night before and their "meaningless kiss" but Nate overhears them, and in spite, decides to send Vanessa the picture causing problems for Dan and Vanessa.
Later, Nate is seen with Serena at the restaurant in Dorota's hospital, and he forgives her but she tells him that they should break up, or take a break for a while so she can have time to work on her character. But Nate is angry and hurt and tells her that he is done waiting for her. Jenny reaches the hospital and has an emotional breakdown and is comforted by Eric who asks her what the problem is and she confesses that she slept with Chuck.Gossip Girl 3x17 - Inglorious Bassterds - Jenny Kisses Nate
Meanwhile Chuck and Blair are happier than ever and just as Chuck is about to ask her to marry him Dan comes and punches him. He is confronted by Dan, and Blair realizes what happened between Chuck and Jenny. She then proceeds to banish Jenny from New York and tells Chuck to never speak to her again and that "this whole night didn't happen". A week later, Nate apologizes to Dan for sending the picture to Vanessa and tells him that he and Serena are over and proceeds to have a threesome as he has taken Chuck's Black Book.
Dan calls Serena immediately after, only to find out that she and Blair are on their way to Paris. Just as he is looking at tickets for Air France, Georgina walks in and tells him that she is pregnant with his son. Meanwhile, Jenny is being seen off by Rufus, Lily and Eric as she leaves for her mother's house in Hudson.