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At Chuck's hotel, Chuck saves Blair while Raina stops her father. With the police arriving, Chuck offers Blair a limo ride, and a homesick Raina breaks up with Nate, intending to return to Chicago . Chuck proposes avoiding the Constance party by going to a bar mitzvah in a similar fashion to Death Takes a Holiday , which Blair accepts.
Blair appears later in Chuck's suite, apologizing for being late, and the two reunite (sleep together). Chuck is about to propose to Blair at the hospital, as they visit Dorota and her new baby, when Dan appears and rashly delivers a punch to Chuck's face. He then forces Chuck to tell Blair what happened between him and Jenny.
Graham heavily praised the relationship between Chuck and Blair and hailed the well-received kiss between them, calling Chuck's declaration of love one of the high points for the season finale. "It did seem as though Gossip Girl had managed to finally destroy Blair and Chuck’s chances as her all-out assault hit them mid-seduction.
Blair decides to throw herself a bachelorette party, but shady enemies who include Beatrice (Roxane Mesquida) and her co-conspirator cousin Father Cavette, scheme to ruin and humiliate Blair, with an unknowing Chuck as their patsy, in order to prevent Blair's upcoming marriage by any means necessary. Meanwhile, Nate, with the distant assistance ...
Serena finds Chuck, and discovers his plan to leave Paris under a different identity. Prior to Blair's date with Prince Louis Grimaldi, she visits Harry Winston, when Serena and a French detective arrive, and it is revealed to both Serena and Blair that Chuck had intended to propose to Blair before he was shot.
Outside of the hospital, Blair gets to the Empire State Building too late and finds that Chuck has left. Meanwhile, Jenny goes to Chuck's hotel to hang out with Nate but instead finds a desolate Chuck drowning his sorrows by getting drunk; Jenny joins him as she is also depressed and has hit rock bottom. Eventually, the two have sex and Jenny ...
Dan takes Chuck to Blair, revealing to all of their friends where Blair is. Blair asks Chuck why he's here and he says that Dan arranged it. He says he should have fought for Blair and tells her he wants to raise her baby together. Gossip Girl sends a blast with Blair's location. She decides she needs to leave and Chuck tells her he's leaving ...
A former associate of Chuck's late father, Russell Thorpe, along with his crafty and headstrong daughter Raina, return to Manhattan with some unfinished business concerning Bass Industries. Serena and Chuck unite against Lily. Meanwhile, Blair realizes that her mother, Eleanor, may be her key to becoming a future CEO.