As I understand this issue is there up to 3.8 (and will live into 3.9). As urllib3 supports netrc and requests uses urllib3, this issue can potentially cause a lot of inconsistencies. In case of multile entries (with no user provided), curl and wget takes the first entry, while cpython netrc takes the last.
I see there is a proposed implementation, but I couldn't find it's pull request on github. Is there any chance this will be resolved in the near future?
Alternatively, I can create a pull request, but I only bother if there is an actual intention to fix the current behavior.