This is indeed a rather serious omission from the debugger. If you're
brave enough to run Cusp from svn, I've just added in support for
stepping. It looks like the debugger could use a little more love in
terms of getting synced back up with swank changes, so I expect I'll
be making a few more commits there in the near future.
I don't know about a good guide to error messages. What kind of
messages are you getting that you're finding confusing?