If I had to get into a fight, I'd rather get into a fight with a Tim than with a Tom. The vowel sound, to me, makes Tim sound less tough. (Tinny even. Perhaps even tiny.)
However, I don't feel the same way about Jim and John. Jim sounds, to me, as tough or more tough than John.
(This is what it's like in my head all the time, that is, when I'm not obsessed with alliterative combinations such as Palin pregnancy paternity political.)
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