Doesn't trust himself?

[jazzgirl]

So, this boy and I have been pretty good friends since about November. We were on the same Winter sports team and are now on the same Spring sport as well. He's a senior and I'm a sophomore. I don't think he's ever had a serious (if any) girlfriend before.

I really like this kid. A lot. And it seems that others have noticed it too, at least 7 people have come up to me and asked me if he and I are dating. But we aren't, we're friends right now.

But so last night, my school had a fun event with lots of kids preforming. Because of the chairs and everything, he and I had to share one which meant I sat on his lap. We got pretty cozy. Another kid asked if we were dating and received a prompt "No." from me. About an hour into it, we decided to leave and walk around the area. We walked for about 2 hours and pretty much held hands the entire time.
Towards the end of our walk, I brought up that several people have asked me if he and I were in a relationship. Including our winter sport team and a teacher. He told me, "I can't do that," I asked him what he meant and he said "I made a bad mistake a long time ago and now I don't trust myself." I didn't push it any further because I could tell that he was trying hard to control his breathing. He looked kinda sad too.

But, we just walked into school and took a seat with other kids and went back to normal.

He and I have lots of things that we talk about doing together. Like movies we want to see, things to cook, fun things to go and do and I have no doubt that we'll follow through with them and continue to hang out and be friends in our flirty manner. We still have plans on for next week after practice again.

But, I have no idea what he means by not trusting himself. A lot of people just assume that we're going out because of the way we act.
I really don't know what to do now, because I really like him a lot.
Should I push the issue a bit more, get him to talk about it and maybe open up and trust himself and me? Maybe give it some time and do that? Or just don't do anything and accept that we're just going to be friends that everyone thinks is a couple?

What do you think?

[TheLittleNinja]

I think that you should talk to him!
Gently, see how things go, work him, and try and find out what happened.
Tell him over and over again that your there for him no matter what and I'm sure gradually he will trust you enough to be able to tell you
X

[jazzgirl]

Alright, I'll try that! We definitely hang out enough for it.
Thanks!