Sounds like your having a war within yourself! 😛
You obviously have strong feelings, which is good, because you know whats right for yourself, and whats not. If you miss him, and he misses you aswell, you should meet up and just enjoy the moment.
Approaching is about two parts, thinking about it and actually going it. First of all, you need to tell yourself that you’re going to approach him no matter what, and then go for it. Its the right thing to do, and you know it, so do it! Focus on why, why are you approaching him? Dont focus on how, how to approach him. It will happen itself.
You dont need to think or set a goal farther than that, trust yourself!