Demonstrative video: https://youtu.be/LXIqVJu61v4 SUMMARY All of the options only show a warning and require a manual intervention by emptying the trash. This also applies to the "Delete Biggest Files From Trash" option. STEPS TO REPRODUCE 1. Set "Delete Oldest Files From Trash" option for trash 2. Try to trash files past the trash size limit OBSERVED RESULT A warning is shown EXPECTED RESULT The olders/biggest file should be deleted from trash and the new file put into trash without a warning SOFTWARE/OS VERSIONS Linux/KDE Plasma: Arch Linux (available in About System) KDE Plasma Version: 5.27.5 KDE Frameworks Version: 5.105.0 Qt Version: 5.15.9