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When using the term "square" in that context, you're emphasizing not just the rigidity or uptightness of the person, but also implying a lack of [intelligence] or narrow-mindedness. It's a way of criticizing someone for being closed-minded or foolish in their thinking or actions. In this usage, "square neck" would indeed be a [disparaging] remark implying that the person's mentality is constrained and [unintelligent].
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