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Now after I've gone on about how much I hate surnames on girls in the below response, I will admit that there are a few--- a few ---surnames that I think sound more feminine than masculine, became standard for girls, and I think there's a reason for that. Whitney is one of those. I definitely see it as feminine. Definitely too feminine for a boy. And Whitley is even more feminine sounding than Whitney. So Whitley on a boy, no sir or madam.

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I do find Whitley too contrived, though, even as a feminine name, and wish that every girl Whitley was instead a Whitney. And wish that every boy Whitley had parents with some sense.