ORV | Nate and jenny dating gossip girl
There have been many couples over the six years of Gossip Girl. Nate and Vanessa's had an on-again-off-again relationship. Why Gossip Girl thought it was okay to have Jenny be with Chuck after what Olivia lied about dating a co- star and she told an embarrassing story about him to Jimmy Fallon. Jennifer Tallulah "Jenny" Humphrey is one of the characters in both the Gossip Girl and The It When Blair's affair with Chuck Bass is exposed, Nate approaches Jenny and Blair's affair is made public. . She tries to kiss him but he resists her advances because he sees her only as a friend and because he is dating Serena. The revelation that Dan "Lonely Boy" Humphrey was Gossip Girl all along by a Gossip Girl blast — though this time Jenny and Rufus are there, so at Dan and Nate both passive-aggressively start dating other girls before.
In an effort to ruin Serena, Blair switches the final dress with one that Jenny made, drawing Eleanor's ire.
The dress is a huge hit with the audience and the fashion show is a big success. Eleanor later praises Jenny for her work.
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At work, Jenny befriends Agnes Andrews Willa Hollanda model who convinces her to start her own fashion line. Realizing that working for Eleanor won't help her develop as a designer and that Eleanor has begun to take advantage of her talents, Jenny leaves.
Jenny and Rufus argue over her quitting Eleanor's and Jenny moves out of the Humphreys' apartment and moves in with Agnes, who suggests that they plan a guerrilla fashion show at the charity gala honoring Lily and Bart.
Rufus tries to get her arrested but is stopped by Lily. Agnes's fiery temper and their growing disagreements over the clothing line make it hard for them to close a business deal. Jenny steals Agnes's contact list, attempting to make a deal by herself. Upon learning of Jenny's betrayal, Agnes burns all her dresses and kicks her out of her apartment, leaving her with nothing.
On Thanksgiving, Lily finds the papers after discovering that Jenny has been hiding in their apartment with Eric, and warns Rufus.
Rufus and Jenny reconcile after a little persuasion from Eleanor and she returns home. Nate breaks up with her after she helps to humiliate Vanessa at the ball. Jenny returns to Constance and is forced to contend with Blair's minions.
She almost drops out, but Blair gives her a touching speech about keeping her eye on the prize. In the end Blair chooses Jenny and crowns her queen of Constance. Worried that Jenny is turning into a typical Queen Bee, Eric and Jonathon attempt an intervention, but are humiliated by Jenny and her clique.
The plan backfires, and Jenny instead secures Nate to escort her, winning her the respect of the Queens at every prep school on the Upper East Side.
As a consequence of Eric's scheming, Jonathan breaks up with him and a rift emerges in Jenny and Eric's relationship. Jenny, who is a virgin, backs out at the last minute, causing Damien to break up with her, leaving her to face her family.
Nate rescues Jenny before anything happens to her. Because of this, Jenny's feelings for Nate reawaken and she aspires to win him over.
Jenny attempts to sabotage Serena and Nate's relationship by lying to Serena and implying to Nate that she is having an affair with Carter Baizen. Jenny's attempts fail, and her relationship with both is left tenuous after Nate kicks her out of his apartment. At a gala event where Serena's recently returned father William Van Der Woodsen is making a speech, a former client of Damien's approaches Jenny, angrily telling her the drugs she sold her Lily's cancer medication gave her a yeast infection.
Rufus overhears this and grounds Jenny to the Humphrey apartment in Brooklyn. It is discovered that William has lied to Lily about her condition and been giving her drugs that make her sick in a plot to win her back from Rufus. Seeing an opportunity to break up Rufus and Lily and return her family to the way it was before, Jenny attempts to sabotage Blair, Chuck, and Nate's plan to unveil William's deception.
When William is about to be held accountable, she quickly runs to William and warns him, telling him the police are coming to get him, and urges him to escape. Back at the van der Woodsen penthouse she reveals that she warned William and says she wishes her family could go back to normal: Rufus says the only thing that needs to return to normal is Jenny.
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Eric is hurt by Jenny's attempt to leave the family, and says that if she wants out, no one is forcing her to stay. No one loves you except your daddy. And after what you pulled yesterday, who knows if that's even true anymore? Afterward, Blair arrives willing to take Chuck back and Jenny sneaks out. She breaks down in tears to Eric, telling him that everyone hates her and that she slept with Chuck.
Eric tells Dan, who confronts Chuck just as he is about to propose to Blair. Jenny, in tears, leaves with Rufus and Lily. A week later, she says her goodbyes to her family and leaves to finish high school with her mother in Hudson. Blair finds Jenny preparing for an interview with Tim Gunnand grants her a special day pass.
While living there, him and Jenny develop a mutual crush on each other but don't know how to navigate it.
Due to Nate and Vanessa's history, Jenny is unsure because of her long friendship with Vanessa and doesn't want to hurt her. After Nate crashes Jenny's inappropriate photoshoot with Agnes, the two share a passionate kiss. Unbenownst to Dan, who hates the idea of his friend dating his younger sister, Nate and Jenny continue their clandestine relationship. During Jenny's surprise fashion show at an event honouring Bart and Lily Bass, the two kiss and Vanessa sees, and leaves.
Jenny, realising that her worst fear has come true, runs after Vanessa and tries to smooth things over with her friend. Meanwhile, a distraught Nate sends Jenny an apologetic letter confirming his feelings for her and his frustration over how to continue their relationship. However, a jealous Vanessa is able to intercept the letter before it reaches Jenny, effectively keeping Jenny in the dark about Nate's feelings for her. Later, having never seen the letter, Jenny believes Nate just blew her off and was not interested.
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.
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Jenny uses this to pull Nate back in at times.