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From perceiving the two names on their sounds rather than on obscure characters from television--a source which carries little bearing for me--I find Whitney nasal and whiney, where Whitley is mellifluous. There's also a huge difference in synesthesia for me. Whitney is a rather awkward faded mustard color (not a good mustard), while Whitley is a sharp medium blue and ice white.

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And if you're constricted to associating names by their presentation on television and celebrity news, one would think you'd associate Whitney with Houston. Why are we ignoring that elephant in the room? All I can think of is drugs and decline.