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Oh, yes, I know what you mean. I guess the biggest one for me is Geoffrey. Love Geoffrey but I loathe loathe loathe Geoff, and have a really bad association with a Jeff. But as it's the first syllable of Geoffrey I know I'd end up calling him that, it's automatic for me to shorten a name to it's first syllable. So Geoffrey is out.

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With Alice, neither of those seem like automatic nicknames. If anything, I'd be worried about calling her Al cause that's what I would automatically call her. I think nn's can be avoided if you really want. Alice is a lovely name.