What to do what to do

So a few weeks ago I get a Facebook friend request from someone from middle school & an email from him asking if I remembered him. Well I don't, as the emails passed between us he informed me that we actually dated for a hot minute back in middle school. UMMM ya do realize that was some 20+ years ago?

So the emails go back and forth. We exchange phone numbers, text a bit then talk on the phone. All the while I'm wondering okay what the heck does this mean? I get this strange feeling that guy wants to ask me out. Which is very sweet in away BUT!!! here is the part that I am scratching my head asking what to do what to do.

So this guy from my middle school years, that I STILL don't remember. Dropped out of school in the 9th grade, has since gotten his GED. Has been to prison not once, not twice, but I think it was 5 times for drugs related issues. He has gone through 3 drug rehab programs and swears this time things are different. I did ask him last night what he was hoping for by re-connecting with me and he said just a friend. I asked because I get this vibe that he wants to ask me out. He said honestly it has crossed his mind but that right now he needs to concentrate on himself and working his program. Which I totally respected.

I still can't help but shake this vibe that he is going to ask me out. So what do I do if he does? A part of me will be honest that I am intrigued by someone from my past it's a mystery, but if there wasn't that would I give this guy the time of day? I've never done drugs in my entire life and that is a total bottom line for me. So do I date someone that I know has a past of drug use? Do I say it's in his past? Or do I say I'm sorry I just can't chance it.

I mean what if I did date him, fall in love and the relationship went somewhere, THEN he fell off the wagon and back on drugs. I wouldn't be able to handle that. Protecting my heart is really the key issue. So I will leave it to my higher power and trust that there really is a reason for our paths crossing again.