Colin Caprani <colin.capr...@gmail.com> added the comment:

In case it helps, I have the same problem. Running python 3.8.8 on Windows 10, 
and any MWE doesn't work, e.g.:

from tkinter import filedialog
from tkinter import *

root = Tk()
root.filename =  filedialog.askopenfilename(initialdir = "/",title = "Select 
file",filetypes = (("jpeg files","*.jpg"),("all files","*.*")))
print (root.filename)

I just get the spinning circle and unresponsive dialog. I have quite a few 
shell integrations so uninstalling them is not ideal.

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nosy: +colin.caprani

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<https://bugs.python.org/issue38974>
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