I had a bit of drama go on when I was 12 years old and it led me down a nasty spiral of mental breakdowns, hospital visits, a very rocky relationship with my parents, severe isolation- no friends whatsoever- and a nasty drug addiction. Needless to say, I've never had a boyfriend/relationship/kiss. Nothing like that.
All in the meantime, I tried to block all emotions from my life. The sadness and pain I experienced was too much... so I repeatedly told myself nothing could and would hurt me because I refused to acknowledge any emotion and used drugs as my outlet of escape. I grew bitter towards most people because I didn't want them getting close to me. I didn't want to end up hurting them- in what way? I don't know- by letting them see how much I was hurting myself.
As you might imagine, this method of blocking out emotion doesn't work forever. It led to a breakdown... several of them actually. I managed the first few on my own, but someone was bound to see it at some point. And some people did see me in an emotional breakdown... and completely turned away from me. I don't blame them or hold hatred towards them for doing that- I was a mess.
Then one guy- my age- actually stopped and made sure I was okay. I was crying from some hurtful things someone said to me, and once the tears start they don't really stop. I was extremely upset at this point and cried out everything for an hour... and he listened and shared some similar experiences he had gone through. I didn't even know him at this point. I just couldn't hold in everything anymore and spilled out all my frustration. We kept in touch. With his encouragement, I got help for my addiction and have been drug free for two months.

I took up art as a way to cope with the effects of quitting drugs and gave most of them to him. He's the one I've ended up spending the night with crying because I was having a hard time being drug free. He's the person I'll get an encouraging text from after an emotionally draining day. And I feel so terrible for taking up so much of his time, but he's the first person to actually show concern for me. And I've told him this more than once and he's always responded with a hug and a, "anytime" or "not a problem".
Now I'm scared I'm starting to fall for him, like I would date him. The subject has been brought up before and he said no relationship. (He's single as well). I'm starting to retreat back into numbness... on one hand, he's my best friend and I don't want to lose him, especially since I'm starting to make amends with my family now and if I lost him I don't think I'd be able to do it. But it would honestly kill me if dated another girl. I'm close to this friend and I really doubt any girlfriend would approve of our late night conversations or if I ever spent the night (which has happened before). The idea of trying to block emotion out is starting to creep up again, just so I don't end up being hurt again. I went on a date with another guy (didn't know him very well) and it didn't work out at all... I just kept comparing him to my friend. I'm frustrated with myself for falling for someone, especially when I have so many doubts it'll work out (nothing like this has ever worked out) and I don't know what to do at this point. I'm getting confused again. Help please?