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This is one that has often bugged me. When your repr() implementation is broken, it is quite confusing figuring out what is going wrong. Falling back to object.__repr__() is one option, however I would probably be happy with a simple "exception in repr()" message, and a proper newline.
Another way that I have come across this is:
$ python -c 'import sys; sys.stdout.detach()'
Exception ignored in: [no newline]
The workaround there is to set sys.stdout = None. In that case I think repr(sys.stdout) is trying to say "ValueError: underlying buffer has been detached".