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I use mu4e, mu4e-send-delay to send emails with a delay, GPG to store my SMTP authentication, and pinentry to access GPG files. When I am prompted for the GPG encryption password in the mini-buffer but am typing in another buffer and don't notice it, Emacs remembers that entry and keeps trying to open the GPG file with that wrong password. I then get the *Error* buffer next to my other buffer:

Error while decrypting with "/usr/local/bin/gpg":

gpg: AES encrypted data
gpg: gcry_kdf_derive failed: Invalid data
gpg: encrypted with 1 passphrase
gpg: decryption failed: No secret key

and a user dialog Emacs-x86_64-10_14, Buffer *temp* modified; kill anyway?, and buttons with Yes and No.

Emacs has the same behavior if I restart it, probably because pinentry remembers the password for the session.

How can I force Emacs or pinentry to prompt for a new password? And could I force that prompt to happen in a user dialog, which is more noticeable than the mini-buffer?

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    I don't use pinentry, so I cannot give you an exact recipe, but as it communicates with the gpg agent and has its own service, I'd start restarting the agent. gpgconf --kill gpg-agent – Muihlinn Sep 26 at 8:38
  • Yes, this works. I had tried ps -ef | grep gpg to find the process ID of gpg-agent (if it's running, it will return 2 process IDs, one for gpg-agent and one for the search process itself), and then kill it with kill <process ID>. This solution is much more elegant. – miguelmorin Sep 26 at 8:48
  • How about the prompt for the password to happen in a user dialog? Could I configure the gpg-agent to forget passwords that fail at decryption? – miguelmorin Sep 26 at 8:59
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    What I do is having my passwords stored in encrypted files and telling the helper application (mbsync/msmtp) to use the password stored there in its conf file as result of a command like gpg --quiet --for-your-eyes-only --no-tty --decrypt pwd-file.gpg. The app will fail to login if you make typos, but you won't have to mess up with the agent recalling wrong passwords, it'll only recall it if it succeed. – Muihlinn Sep 26 at 9:10
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    I set up this part years ago and I didn't recalled the gory details of it, so I looked upon it in detail. In the end looks like I do use gnome-pinentry nowadays but I'm prettry sure that I installed it later for something else. Allow me a few days to thread it back and elaborate a proper response @miguelmorin – Muihlinn Oct 6 at 16:37
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Pinentry is only an interface, it doesn't keep any passphrase or permission, and neither does Emacs. It's GPG-agent that manages the ropes. For example, if the time expires or the process dies, you'll have to authenticate again. So just kill the agent:

gpgconf --kill gpg-agent

More info at the gnupg manual.

  • Can you elaborate why this works? – DoMiNeLa10 Sep 26 at 15:49
  • I've edited the response. – Muihlinn Sep 26 at 16:23

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