Run Don't Walk The Sky is Falling Through

Okay so here's the deal.
There is this boy and I've known him for a while. We've often come very close to being more than friends and every time something seemed to have gone wrong. Something stupid such as bad timing, stupid opinions and utter stupidity on my part. And now I think there is a good chance for us to be Something other then friends but once again its getting complicated. We plan something and then something comes up and we have to cancel. its getting especially annoying since I have only one week before I'm back to school and back to my busy schedule of school and work.
Also, I met someone. who is older, which I also believe would make the person more mature. However, I'm not entire sure about him because he is, after all, four years older than me and I've never dated someone older than me. I don't know if he will be expecting things that I'm not prepared for and so on. Also I don't even know if he's interested to begin with. but I think searching through Facebook for me with only my first name says something. Or he's a creeper xD.