
The biggest problem with Chuck and Blair’s relationship:
Now between all the twisted games and hotel trading, the biggest problem with Chuck and Blair’s relationship is that they have learned to love themselves. Please put the pitch forks down and hear me out.
Blair’s insecurities are more obvious. But Chuck was also insecure in his own way as well. Blair’s insecurities stem from constantly competing with Serena and not having a solid support system. Chuck’s insecurities stem from never feeling good enough, especially in his father’s eyes.
They’re two unhappy insecure people who think that loving each other is enough to fix their insecurities.
They could never love each other because even through their development they never learn to love themselves fully.
Feel free to disagree, I’d love to hear your thoughts in the comments. (I’d also like to take a moment to clarify this isn’t meant as an attack at all, just sharing my thoughts).