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Honestly it looks like most of your code can't be simplified. However I found:

2. to_positional_argument_string is a mouth full, and people would understand your code easier if you just use repr.
3. to_keyword_argument_string is another mouth full and so you could call it kw_repr.
4. You may want to add a comment explaining what isinstance(field, abc.Iterator) is for. This is because at first it confused me.
5. [Controversial] You can change your code so that you don't need to be passed constructor_or_initializer. To do this you'd create parameters when __repr__ is first used.