Don't Even Know What to Do

I'm in this kinda-sorta relationship with this guy, let me explain... I haven't seen him in a while, from our conversations, I know he likes me a lot. We were just friends for a while because there's a good chunk of distance between us. Over time, though, things started escalating into him calling me terms of endearment. Over Thanksgiving break, I called him out on it. I couldn't take the cute names while being in this sort of relationship limbo. So on Thanksgiving, he asked me what I wanted. I told him the truth--I wanted to date him and there wasn't anyone else I wanted to be with. So we became "exclusive," with him saying, and I quote:

"I want to ask you out but I want it to be a surprise so you have to act surprised. And what I mean by that is if you'll take me as of now I'm exclusively yours but I'm not gonna ask you until I figure out something clever."

So this is all cool and dandy, and I'm probably overthinking this--I'm just a really impatient person. It's just, how long am I supposed to wait? I don't know if he doesn't want to ask yet because of what people will say (he's got a mildly crazy ex and he's a little bit older than me) or because he is genuinely trying to figure out something clever. How long do I wait before attempting to figure it out? Ugh....

And how can he cleverly ask when I'm in Wisconsin and he's in Maine (and isn't visiting till May)?
December 5th, 2013 at 05:01am