Second Chance?

[livingproof]

So I'm in a bit of a situation here. It all starts with this past summer when I met this really cute, nice and honest guy. I really liked him then and now. However, I was really not ready to move forward in our friendship. I liked him a lot, but I felt like things were moving too quickly. Because I was going back to college, and just for other reasons, we decided to just stay friends. After we stopped spending as much time together and communicating, I realized how much I really missed his company. I tried to restart things, but he had lost some interest. It flip flopped. This continued for a while.

About 2 months ago, I found out through Facebook that he got into a relationship. It made me feel terrible. It was then I think I figured out how much he means to me. We met around 2 weeks ago just to catch up as friends (though we had been communicating already a little). I could tell through his mannerisms that he still had feelings for me, and when I asked how things were going for him and his bf, he wasn't so enthusiastic. Lo and behold, a couple of days ago, he broke up with his bf. I was so happy (though still a little sad for him because it didn't last long).

Now I'm wondering if maybe this is the time to try to get him again. Obviously I'll wait a bit, but I really want to see if maybe we could go on a date for Valentine's Day. However, I'm not really sure when to ask him, or how to do it, or if this is even the right time (because he said one of the reasons a relationship would be hard for us is because I go to a school an hour away, though it's not really that far).