https://bugs.kde.org/show_bug.cgi?id=492995

Ingo Klöcker <kloec...@kde.org> changed:

           What    |Removed                     |Added
----------------------------------------------------------------------------
             Status|REPORTED                    |RESOLVED
         Resolution|---                         |NOT A BUG
                 OS|Other                       |Microsoft Windows
           Platform|Other                       |Microsoft Windows
                 CC|                            |kloec...@kde.org

--- Comment #1 from Ingo Klöcker <kloec...@kde.org> ---
The pinentry-qt window pops up when you (try to) send a digitally signed
message. It expects the password that you entered when you created the
certificate to use for digital signatures and for receiving encrypted messages
in May.

I'm not sure how you installed the option to send encrypted files with Outlook.
In any case, uninstalling it should fix your problem.

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