i have the same problem, but without using keyfiles. i am using password input, 
and after i typed and pressed enter it waits indefinitelly. i have a desktop 
computer and a notebook, and both show the same behaviour. they are perfectly 
updated (latest kernel, mountall, plymouth, cryptsetup,...), since the question 
occured before.
if i press "s" after some waiting, it works. that means all gets mounted and i 
can use the machine. so it comes to one keypress more than it should be, but 
this has to be a bug, you should only press "s" if you want to skip. and it 
does not skip at all.

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lucid: Failure to bring up cryptsetup devices by key files (when not using 
"splash")
https://bugs.launchpad.net/bugs/532898
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