I found out another approach using custom_css.

My critique would be that I prefer to have the custom_css inside the
src directory and not in the output one, as these files are pre-
production ones. Therefore, I modified compressor.rb accordingly:

        src_path = Blueprint::SOURCE_PATH

        - overwrite_path = File.join(destination_path, (custom_css ||
"my-#{current_file_name}"))
        + overwrite_path = File.join(src_path, (custom_css || "my-#
{current_file_name}"))

Now I can add this to settings.yml:

myProject:
  path: /path/on/my/server/css
  custom_css:
    screen.css:
      myProject/screen.css
    ie.css:
      myProject/ie.css

and so on.
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