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NB, DS, Womanizer Chuck.
I can get the whole Catherine/Vanessa thing being iffy, but I don't think he cheated with Blair on Vanessa at all. They were just friends up until he broke it off with V and met B at the duck pond. That was their first kiss since S1.
I agree. Dan/Serena are so perfect together. They were my first hardcore ship and I got into the first season because of them. I thik they could definitely get together later on (as I posted above).
As for everyone saying it's 'weird' for them to be together, it's really not. Seen Clueless? It's like the same thing.