ssh and multiple keys or ids

["H.S." <hs.samix@gmail.com>]

Hi,

When I do ssh form a multiple boot machine to a remote machine, I guess
I will run into problems concerning my keys? Has anybody tried this?

I have my computer dual booting between Debian Testing and Windows XP. I
have installed Cygwin on the remote computer, a laptop. My local
computer has the same IP address in Debian as well as Testing. Am I
supposed to get "WARNING: REMOTE HOST IDENTIFICATION HAS CHANGED!" if I
ssh to the remote laptop first from Debian and then from Windows?

Also, if I set up passwordless login from my local computer to the
remote laptop, I want it to work regardless of which OS I am in. Am I
looking for multiple key or id situation here?

->HS