TST: Add more regression tests for fixed issues
- [x] closes #16894
- [x] closes #16916
- [x] closes #16410
- [x] closes #15454
- [x] closes #16699
- [x] closes #16231
- [x] closes #15150
- [x] tests added / passed
- [x] passes `black pandas`
- [x] passes `git diff upstream/master -u -- "*.py" | flake8 --diff`
