IMO, the timing just hasn't been right quite yet.
That's my problem though. When will the timing ever be "right"? I know this is Gossip Girl, a very poorly written and frankly, insulting television show, however even most other shows are smart enough to acknowledge that relationships just don't work like that. There is never any "right" time. There are always going to be obstacles, but when it comes to Chuck and Blair, the writers are failing to acknowdge that the biggest obstacles come when you're actually in the relationship trying to work together to overcome things. If CB finally get together at the end of the season, it's almost like the writers are setting the audience up to know that it would result in divorce within a year.
Chuck and Blair have had so many opportunities to be together but havn't. The most laughable one I found was in season 4 when Blair told Chuck she didnt want to be with him so she could better herself and become powerful on her own without him first. At the time I thought it was a great idea, but looking back I just have to laugh. Blair has not grown from this point at all. She's just as pathetic as the little girl we saw in season 3 who couldn't come to terms with the fact that highschool was over and she'd lost that status. I thought she grew a lot in the second half of season 4 with her arc at W, but that was pretty much undone by early season 5 when all she cared about was choosing between Chuck and Louis. So, what was the point? Yes she has a company now, but it was handed to her by her mother. She's not powerful at all. She never worked for anything. The Blair of season 1 would be mortified. She's no more powerful now than she was when she told Chuck they couldn't be together in season 4 for that very reason. So what's going to happen now? Are they going to keep putting a real relationship off so Blair can fulfill her own ambitions, or has she just given up on herself and only cares if it's in relation to Chuck? I think I'm going with the latter.
Also, it bears mentioning that CB were a solid couple in Season Three who dealt with numerous problems together before breaking up at the end of the season. They did not need to "go on a break whenever one of them had something they needed to deal with."
Really? Because the first major issue I remember them facing it ended in a breakup because Chuck decided to pimp her out to save his hotel.
None of either Chuck or Blair's other romantic relationships lead to me to believe that they would be happy or fulfilled in them, therefore obviously not making it long-term. I don't think it matters what Dan says to Blair RE: supposedly loving her conditionally and wanted to be with her everyday because that doesn't change the fact that Blair never loved Dan. Blair was using her relationship with Dan as a distraction from her love for Chuck and desire to be with him, just like she did with Louis and the pact with God.
My point wasn't to do with Blair's feelings for Dan (or Nate). It was in response to your claim that similar obstacles would be thrown at either Dair or Nair. I was merely pointing out that while I believed they'd face obstacles (which they did), it didn't change the fact that both Dan and Nate jumped at the chance to be with Blair, while Chuck keeps stringing her along with excuses while they're not together. I also strongly disagree with your opinion that Blair never loved Dan (she told Eleanor she did in 5x24, and I personally don't think statements like "I told Chuck he didn't have my heart anymore, I realized it belonged with someone else" left much room for interpretation) however that's not really a discussion for this thread.
Edited by Snapshots, Oct 22, 2012 @ 6:05 PM.