Chuck Bass could feel the distance growing between him and his semi long term girlfriend, Blair. He didn’t blame anyone for the distance, he just told himself that the reason they were growing apart was because of how different they seemed to be. Blair was still spoiled, still the same young girl that ruled Constance with an iron fist and an icy heart. She did not want to stray too far from her high school self, believing her to be the best version of herself. Chuck, on the other hand, had made great strides to prove to himself and to the world that he was no longer the spoiled rich kid who got everything he wanted handed to him on a silver platter. He’d purchased and successfully run the Hotel Empire, the first venture that was truly his, and had no connections to his now dead father. It seemed only natural that Blair be the one to break up with Chuck. She’d never been broken up with before, and she’d be damned if she let Chuck Bass be the one who did it first. Displaying a strong front in the face of this decision, Blair remained in the Upper East Side with Serena van der Woodsen. So, Chuck decided to fly to Italy to get over his ex-girlfriend, who he had, in truth, been getting over slowly for the past few weeks. On Chuck’s very first day out, he bumped into a rather beautiful blonde woman who he just couldn’t seem to take his eyes- or thoughts- off of. So, he downed the last of the scotch in his glass, and approached the lonely woman with a warm smile.

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