Just after are sabotaged because of the Eric van der Woodsen, Nate stages in so you’re able to escort Jenny throughout her introduction at the their Debutante Baseball (It Take Humphreys, Cannot It?

Which have not witnessed the new page, Jenny thinks Nate missing interest in their and you may moved on. not, she finds out it is not the truth when she sees a photograph regarding him making out Vanessa on Hearsay Woman. Furious and you may jealous, Jenny communities up with Hazel, Penelope, and you can Isabel in order to humiliate their on upcoming Snowflake Golf ball. She tends to make a clothes for her and no liner which can inform you the lady underwear and bra before individuals plus the package works. Till the package happens, the new shame from stealing the fresh page convinces Vanessa to share with Nate she stole new letter and you can take on the consequences. Immediately following Jenny’s plan takes place, they ultimately backfires: Nate is actually disgusted because of the Jenny’s viciousness and you will chooses to go after Vanessa as an alternative. He informs Jenny regarding letter themselves, and you may says he’s not interested in this lady any further shortly after exactly what she did (It is a wonderful Lie).

). When Serena learns you to this woman is thinking of doing it, she plots of land which have Nate to prevent Jenny from performing this. This plan entails that have Rufus crash Jenny’s supper which have Nate so you’re able to floor her, and this work up until he chooses to attend a conference to see Lily. He brings Jenny with each other and she’s got Damien meet her here. On the way out, Nate tries to stop him or her but Damien decreases him from the punching your throughout the deal with. Later on you to definitely night, Jenny ien holiday breaks with the woman (This new Sixteen Year old Virgin).On the Empire Strikes Jack, Rufus tries to score Jenny right back on course by volunteering the lady be effective within Eleanor’s after that trends tell you. Jenny is actually happy until she discovers Eleanor plus leased right back this lady dated frenemy, Agnes, who’s hellbent on the taking payback on her. In the let you know, Agnes drugs Jenny and you will will leave the girl in the a great bachelor team, hence Nate witnesses the lady becoming brought to. The guy music this lady down to bring the woman household securely and this contributes to Jenny recognizing she still has thoughts to possess him.

Toward Nate’s birthday, Serena arrangements a crazy amaze group to possess Nate but requires his household members to keep hushed and to downplay their birthday celebration. Once you understand almost everyone try overlooking him, Jenny spends so it possibility to spend some by yourself go out with Nate and see meal together. She as well as attempts to make him later into the class, hence works best for an occasion up until they actually do are available after a great Gossip Girl aware is issued. The people involves a game title off Assassin, in which for every player possess an effective polaroid pictures away from themselves which will be “killed” when several other athlete efficiently takes the fresh pictures. The video game winds up with Jenny and you can Nate just like the latest players plus buy so you’re able to earn, Jenny kisses him. When Nate face the girl regarding hug, she states she used it as the an effective distraction just but watches jealously as he and you may Serena later leave the fresh team together with her (Inglourious Bassterds).

At the same time, Nate are experiencing his thinking to possess Serena as well as the several in the course of time get into a love and you can Jenny has begun relationships Damien Dalgaard, a vintage buddy out-of Serena’s

Appropriate, Blair’s maid Dorota is set so you can wed their sweetheart, Vanya, inside the a keen impromptu matrimony. Your day from, Serena lies to help you Nate you to she is with break fast together family relations whenever she actually is actually appointment Nate’s challenger, Carter Baizen, that has information on their absent father. However, Carter after reveals that it fulfilling so you can your in front of Jenny and Eric. From the relationships, Carter asks Serena ahead external and informs the woman which he enjoys her dad’s current direct area inside the Palm Coastline, Florida. She mulls so it more temporarily before making a decision to go out of which have Carter and never informing Nate. On the way to the fresh airport, she finds out that Carter enjoys recognized where he was getting months and you may didn’t give the lady in an attempt to woo their out out of Nate.