With both lilo and grub, it doesn't matter if it's one HDD with two OS's, or two HDDs with one OS each. If the kernel line in the config line is stated incorrectly, you can't boot (I've done it to myself often enough to know that for a fact).
Post the contents of your lilo.conf. I suspect the problem is there.
I have made this error. I pointed grub to the /boot partition, instead of the / partition. Lilo works the same way. The kernel line in the bootloader config file needs to know the partition in which the compressed kernel image is located (and the name of the compressed image), AND the partition in which the root of the filesystem (/) is located, even if they are the same.
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