Will smiling at a shy guy make him uncomfortable?

Would a girl smiling at a shy guy send him running for the hills? as in start avoiding looking at her or look at her then turn his face quick like he didn’t see her at all? So there’s this guy. We have this staring flirty thing going on. So the other day I smiled at him as I walking by him the other day and all did was do a double take at me. I guess he didn’t have time to react and smile back or maybe he chose not to smile back. But whatever his reason for not smiling was when I looked at him again after being left hanging he looked red in the face and upset. /: but now he avoids looking at me. He still looks tho he just doesn’t let me catch him looking at me. He used to maintain eye contact and look at my face even if I caught him looking at me.
Will smiling at a shy guy make him uncomfortable?
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