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It's not a favorite of mine. I don't think it sounds very attractive, it doesn't roll off the tongue easily, the nn Sid or Syd is obnoxious and sounds like a used-car salesman about to sell a lemon to an old lady. Also, and this may be just me, a lot of the time when I hear the name Sydney I have a hard time telling whether it's Sydney or Cindy.

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For the record I don't like Sidney/Sydney on a boy either. I picture a pale, blobby guy with terrible acne, squinting through smudgy thick glasses and his pants hiked up under his armpits and the tops of his socks showing.