I think in Python 3.11 and prior overriding new was needed in order to subclass it correctly, because it was buggy until 3.12. This was a workaround, if I remember correctly. I already tried without new and setting self__source, but couldn’t make it work. I was close!

With your suggestion it works now! I will need to test the app a bit now and if everything looks fine, will update the repository. Did exactly what you said and replaced this part:

# class File(PosixPath):
#     def __new__(cls, *args: Any, **kwargs: Any) -> Any:
#         return cls._load_parts(args).expanduser().resolve()  # type: ignore
#
#     def __init__(self, source: str | Path, *args: Any) -> None:
#         super().__init__()
#         self.__source = Path(source)
#
class File(PosixPath):
    def __init__(self, source: str | Path, *args: Any) -> None:
        self.__source = Path(source)
        super().__init__(Path(source, *args).expanduser().resolve())

Thank you for the help and solution!

Edit: Forgot to answer your question. This could work without subclassing too off course, but doing it this way makes it more clean in my opinion. It’s the natural way to me to extend functionality and use the extended version for the purpose its designed to. It’s not strictly required and I would have done it otherwise too, if this was problematic and not working.

From https://github.com/python/cpython/blob/3.12/Lib/pathlib.py

class PosixPath(Path, PurePosixPath):
    """Path subclass for non-Windows systems.

    On a POSIX system, instantiating a Path should return this object.
    """
    __slots__ = ()

    if os.name == 'nt':
        def __new__(cls, *args, **kwargs):
            raise NotImplementedError(
                f"cannot instantiate {cls.__name__!r} on your system")

Which sub classes PurePosixPath, which itself is basically just PurePath with a Posix flavour to it. And Path itself is PurePath as well. Not sure if I should copy paste them here.

Edit: So I added these to my reply:

PurePath

    def __new__(cls, *args, **kwargs):
        """Construct a PurePath from one or several strings and or existing
        PurePath objects.  The strings and path objects are combined so as
        to yield a canonicalized path, which is incorporated into the
        new PurePath object.
        """
        if cls is PurePath:
            cls = PureWindowsPath if os.name == 'nt' else PurePosixPath
        return object.__new__(cls)


    def __init__(self, *args):
        paths = []
        for arg in args:
            if isinstance(arg, PurePath):
                if arg._flavour is ntpath and self._flavour is posixpath:
                    # GH-103631: Convert separators for backwards compatibility.
                    paths.extend(path.replace('\\', '/') for path in arg._raw_paths)
                else:
                    paths.extend(arg._raw_paths)
            else:
                try:
                    path = os.fspath(arg)
                except TypeError:
                    path = arg
                if not isinstance(path, str):
                    raise TypeError(
                        "argument should be a str or an os.PathLike "
                        "object where __fspath__ returns a str, "
                        f"not {type(path).__name__!r}")
                paths.append(path)
        self._raw_paths = paths

Path

    def __init__(self, *args, **kwargs):
        if kwargs:
            msg = ("support for supplying keyword arguments to pathlib.PurePath "
                   "is deprecated and scheduled for removal in Python {remove}")
            warnings._deprecated("pathlib.PurePath(**kwargs)", msg, remove=(3, 14))
        super().__init__(*args)

    def __new__(cls, *args, **kwargs):
        if cls is Path:
            cls = WindowsPath if os.name == 'nt' else PosixPath
        return object.__new__(cls)