[ Does it surprise him? Yes, absolutely. He didn't expect her to actually go out on a date with him, or even call him charming. It's not that he doesn't have confidence in himself, but rather... he doesn't seem to think of himself as a rather attractive individual? So he's pretty much reeling from all of it. ]
Ah... yeah. I didn't think that I would be able to date you, Kirigiri-san.
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Ah... yeah. I didn't think that I would be able to date you, Kirigiri-san.
[ That is what this is, right? He's dating!! ]