Yeah, sure. [He's clearing their plates just to make it easier for Sakura-- feeling guilty they lingered so long oops.]
[Laughs, too, and it's more genuine at least, just a touch fond-- he sees that self-deprecation even if you don't outright say it. He assumes that Keith doesn't have my experience if only cause he knows the guy, but he doesn't want to assume, and he doesn't want to be condescending, but.]
You've always had good instincts. This isn't so different from anything else in that regard. [Now it's his turn to be the jerk and not let it go... or something. And it's his turn to almost immediately regret it.] I mean, not to just repeat what you said, but, if there was... ever anything like that for you, uh, here, that'd be okay, you know?
[... NOT that you need his permission or anything. Just. asldhgads; clearly he must be thinking about it if that's the type of sign he ended up with.]