It seems to me that he definitely is very interested in a girl and that he knows it's important to break free of any hesitations and "jump in the cold water", but there's more to it. He talks about her waiting so long for him and that he wants her to say the same thing too. It's been like this for a while, and because maybe he's screwed up a few times or whatever, she's not really into him anymore...
And that's the sad part: He finally sees that he needs to be with her, but she no longer will accept it. And that's the fight he has to go through now.
It seems to me that he definitely is very interested in a girl and that he knows it's important to break free of any hesitations and "jump in the cold water", but there's more to it. He talks about her waiting so long for him and that he wants her to say the same thing too. It's been like this for a while, and because maybe he's screwed up a few times or whatever, she's not really into him anymore... And that's the sad part: He finally sees that he needs to be with her, but she no longer will accept it. And that's the fight he has to go through now.