Odd and off-putting were pretty much Ash's main interests so Rook was set there and he didn't even know it. And he was wondering what Rook was waiting for. It was like he was trying to memorize Ash's lips before he did anything to them. "We could - though I do not believe you actually know where I was going," which was funny to Ash simply because Rook had managed to find him here too.
"Or you could do what you keep thinking about and kiss me." That might have been too forward, too early in the courtship but Ash was also teasing him, not expecting Rook to take the offer.