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What the keyboard binding triggers is (org-toggle-inline-images), that continues to (org-display-inline-images) which contains: (when (and path (string-match-p file-extension-re path)) ...) The file-extension-re is created by (file-extension-re (image-file-name-regexp)) that's a part of emacs/image-file.el. Fortunately that's always called and isn't cached, ...


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Actually, it seems to work, but in a bit strange way. If I don't have the key's password cached yet, I'll get prompted automatically with epa-file-select-keys dialog even after saving file multiple times -- which is one way of making it work. After the password is cached, epa-file-select-keys doesn't prompt anymore. It still is the go to func though. Now ...


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