If you make a directory tree "a/a/a/a/a/a/a" and then rename every directory to "aaaaaaa (x255)" starting on the inner directory... How does other OSes deal wit

If you make a directory tree "a/a/a/a/a/a/a" and then rename every directory to "aaaaaaa (x255)" starting on the inner directory... How does other OSes deal with this? Does every rename at a top level folder check the filenames recursively first?