When the summer is about to start, Blair is ready to plan her wedding with Louis and Chuck is about to go travel the world and have a lost summer with Nate. At the end of the episode there is a positive pregnancy test in the trash can of Blair and Serena's bathroom.ate also breaks up with Blair. When Blair goes to talk with Chuck, he tells Blair that he want's nothing to do with her and their relationship remains estranged until towards the end of the season when Chuck, Blair and Nate team up to help Serena.