Should i ask him back out?

I agree thats really hard to read and even harder to make sense of. Besides too personal. Ask him out if you want to try again. Keep in mind though there were reasons you broke up to begin with. Weigh those reasons against how much or why you want to be with him again. Its always hard to split up with someone. Especially if you were close. Sometimes you have to consider why u broke up and move on alone if there were really good reasons.