Emily has been dating nate since kindergarten and she has just found out that him and Serena had sex so she goes to Chucks apartment so he can hopefully cheer her up. Her and Chuck get a bit too drunk and have sex. Chuck is known for not catching feelings but after touching her he can't stop. He starts to feel stuff he has never felt before. He becomes obsessed and protective over her. Will Emily like him back? Will he confess his feelings? She is best friends with Blair.