Bram,

I narrowed it down to the point I can reproduce it with no configuration file. 
Apparently keys typed while a shell command is executing are drawn on screen 
immediately, then drawn again after the command finishes. Also I should have 
mentioned before that this is not Cygwin-specific; it just was more apparent on 
Cygwin because Cygwin is slow, relatively speaking.

vim -u NONE -i NONE -c 'autocmd InsertCharPre * call system("sleep 1")'

Hope that helps.

Thanks,
Jake

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