oh, i am so mean to the poor chuckster. and i don't even like chuck/blair. ohwell.
disclaimer; these amazing(ly screwed up) characters are not mine, unfortunately.
Because Nate could be so fucking innocent sometimes, and Blair was nevernever innocent, and Chuck couldn't understand how he fell for them both. And while he could yellyellyell at the top of his lungs that, oh, God, he's madly in love with Blair, he can't help but want to breathe in every inch that is Nate Archibald each time he sees him. He's torn utterly between the two, knowing sadly that they each hold a half of his bitter, twisted heart.
But he knows, like all Bass men are raised to know, that he is corrupt and not fit for purity and innocence.
He finds himself drawn to the fact that Blair, so much like him, lets him be his not-so-nice self. With her he doesn't have to try so hard. All the while, he relishes the fact that Nate makes him want to try. Want to be a better sort of person. Both simultaneously make him comfortable as himself and determined to be something more.
But he's Chuck Bass, and he's selfish, and it scares him to love, so he does what he does best and screws someone over. Only this time, it's himself.
Unable to bear the thought of losing the two, but similarly unable to think of a solution, he stands by as Blair and Nate get married, and he's the fucking best man. He spirals out of control and fills his time with women and booze, and a few guys, too, until he's only a shell of a man.
Then one day he's suddenly married, to a pretty woman with eyes like Nate's and hair like Blair's. And everyone can tell that the heartless Chuck Bass is clutching at the broken shards of his.