I don't think you can overwrite files, it was more intended so you can rebuild wheel files against a newer version of python, without having to create a new release.

e.g. you've built and uploaded: myapp-1.0.0-cp313-cp313-manylinux_2_17_x86_64.manylinux2014_x86_64.whl, and then after python 3.14 released you can rebuild your release outputting: myapp-1.0.0-cp314-cp314-manylinux_2_17_x86_64.manylinux2014_x86_64.whl.

Though it's usually only for projects that contain non-python code. Most projects will build into: myapp-1.0.0-py3-none-any.whl.