I just had this happening on an Ubuntu Edgy server running in a virtual
machine, what a pain to get fixed. :) I finally found out that I had to
open my virtual machine program, login to a seperate tty and sudo from
there, as no ssh connection allowed me to do this.

It was the same as above, and neither sudo -v, sudo -K or sudo -k
allowed me to enter a password.

This often happens just after reinstall of a system, too.

-- 
"sudo -k" fails when timestamp is in the future
https://launchpad.net/bugs/43233

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