tk_askopenfilenames_with_options.py

from tkinter import filedialog as fd

def open_file_selection():
    filetypes = (
        ('pdf files', '*.pdf'),
        ('doc files', '*.doc')
                )
    files = fd.askopenfilenames(
        filetypes=filetypes,
        initialdir='/Users/phionabasemera/Documents/pdfscrapper'
    )
    print(files)

open_file_selection()