Hey, I don't have to pretend! I'd like to think we know each other pretty well!

[...Look, he's a little naive.

It takes him a moment to compose himself and figure out how he's going to start, but once he gets over the initial hesitation, he slips back into talking like there's absolutely nothing weird about this. This is probably because he's not over-thinking it, but who knows.]

So... we've known each other for awhile now. I mean, Ishimaru really managed to find a great friend and I'm really happy we've met! I'm very happy being friends with you but... I think I'd like something more, y'know? I think we'd... [here we go] make a great couple! S-so will you consider going out with me?

[Well, he's still a lot louder than he should be, but at least it seems more natural?]