<human>: I've been talking to him on skype/im/Facebook for a week now. I plan on meeting him next weekend. 

From what I have read online, it was one of those "she was 15, almost 16, he was barely 18, her parents got mad and called the cops right after his birthday despite dating for nearly 2 years" deals, as most of the information is public when you search his name and his home state. I found this out by googling his cell phone number and finding him on the registry. He served no time and just finished ten years probation without issue (AFAIK). 

He and I met online (through a hobby forum). He doesn't know that I know about it,  and if it really was a nonviolent crime involving his LTR, I'm not going to shun him for it. I was wanting to bring it up but I figured it would be best to wait for him to tell me... If he does. 

Obviously I will be meeting him in public and all of that. He only knows my first name and a vague idea of the area where I live and work ("up north") so I'm not worried for my personal safety and nothing indicates he will be a stalker/total creep more than any other anon on the Internets. 

So to my question... How long should I wait before bringing it up? Before we meet? After the first date? Give it a couple dates? Before sex? We are both looking for something that is less serious so neither of us expect to be exclusive at any point. I do,  however, expect something like this to be disclosed. I'm not sure why, however.

Can you condense the text into three sentences or less?
<bot>: online boy has to register as a sex offender, details not fully clear, when should I expect him to tell,  or should I bring it up?