pme: expect (http://expect.sourceforge.net) is your friend or you can use Expect if you stick to perl. If you use expect try out autoexpect command. ...

On a windows machine? Without cygwin?

Docs say no, see https://metacpan.org/pod/Expect#Can-I-use-this-module-with-ActivePerl-on-Windows

although maybe with Bug #93612 for IO-Tty: RFE: Support Strawberry Perl on Windows via "winpty" library?