Hmm, that's a good question. I wonder if it's partially definitional, or just interpretation. Let's see. What do I mean when I say shy? I guess I expect that to be someone who is not assertive, that doesn't want to put themselves in the spotlight, isn't the initiator. And, I don't see those things in general about Cullen, or even necessarily in his romance scenes. He's almost obnoxiously assertive as your advisor. And in the first kiss scene, I feel like he's just not smooth, like he has no idea what to say or how to say it... but he's the one that kisses you first (while, of course, the IQ hides demurely at the parapet while Jim is there). So I guess that's why I would call it awkward but not shy. Does that make sense? But maybe that's still what you mean by shy?
In the chess scene as well, he's awkward and fumbling, but he also invites you to play chess with him instead of just letting you, and the moment, pass by.
And I think maybe we are running into a definitional thing here? Because I don't consider him at all fumbling in the chess scene. In fact, he's quite smooth, even cocky, through most of it. He does have just a moment when it seems to hit him that you might be flirting with him, but I don't consider that awkward or fumbling. What you do see several times (including in Perseverance even with someone who's non-romanceable) is him stumbling when he's rehearsed something in his head and it doesn't sound right when he tries to say it...?
Edit: and I would call that behavior lacking confidence more than shy or awkward?





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