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Serena and Blair converse over the phone regarding Serena's growing relationship with Nate. Then, Serena runs into Damien Daalgard ( Kevin Zegers ), a schoolmate from boarding school. Due to pressure from Dan, Nate uninvites Serena from the French ambassador's state dinner because he wants to take things slow.
New York Magazine labeled Chuck and Blair's relationship as the "Longest-Delayed Breakup" of the season, adding that "the big news was that Blair and Prince Louis are somehow still together and engaged, with the wedding scheduled for November sweeps. We feel comfortable assuming that by then, Chuck will have regrouped enough to break things up ...
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.
Louis, while usually mild-mannered, is intensely paranoid about Blair's previous relationship with Chuck, who often has to cajole him into returning to and trusting her. In Season 5 episode 13, the 100th episode, Louis and Blair's wedding ceremony was interrupted by an explosive Gossip Girl blast, a video of Blair professing her undying love ...
The revelation stuns Blair and the two continue their relationship. As the White party ends, Chuck attempts to reconcile with Blair but she gives him an ultimatum: to confess his love for her or she'll leave with Marcus. Unable to express his love, Blair leaves the party with Marcus.
In the end, Chuck is escorted by Bart's security to the roof of a building. Minutes later Bart joins him. Blair, alarmed at not being able to locate Chuck, asks around for him and races up to the roof as well. A fight ensues between Chuck and Bart. Blair arrives just in time to see Bart hanging off the side of the building.
Though she tries to deny the encounter, Chuck buys a necklace for her and admits that he feels "butterflies" in her presence, leading to a clandestine sexual relationship. Despite this, Nate and Blair rekindle their relationship, and a jealous Chuck reveals secret relationship with Blair to the anonymous "Gossip Girl".
A flashback of Chuck and Blair arriving at the hospital after their crash shows and Chuck reaches for Blair's hand but falls limp. Chuck takes Louis back to Blair's house. As Louis leaves the room, Blair comes down and sees Chuck for the first time since their crash. She says she needs to stay away from Chuck since her wedding is in a month ...