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Lindsay looks more like a surname and pronounced Lind-SAY to me, where as Lindsey looks like Lind-see even though that spelling is also a surname. I don't especially like it but prefer it to be spelled Lindsey for some reason and don't remember meeting any Lindsay. It sounds like the name of a woman in her 20s with long brown hair.

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"Wanting to be someone else is a waste of the person you are." - Kurt Cobain