When would you ask again?

I've been on a dates with a guy. I'm 21 and so is he. This was our 5th day and I found out he's a divorcee. I asked him "Wow. You seem pretty young to be divorced." And I asked what happened in his marriage. He goes "That's a story for day a little bit later when I'm a lot more drunker." It was funny but seriously. When should I ask again?