[His eyes dart downward, which ends up being a good thing as his popsicle was getting dangerously close to dripping on his hand. He gives it a few sharp licks before looking back up, cheeks lightly tinted pink.]

You're a bit young for me, aren't you? You should've invited someone else! Surely there must be someone you'd like to be cuddling with up there, right?

And the added mystery of being up on that roof would definitely increase your chances of success! Of course being mysterious is a good thing, as long as you don't overdo it. A little bit of mystery is fun and exciting!