I have this problem too, with a printer that does require authentication
(attached to a remote windows machine on the network). The username and
password are entered already in the printers.conf file, so no prompt
should be needed; but I still get the dialog box saying "Can't prompt
... Printing Failed". The problem (as above) seems to be an incorrectly
added line "AuthInfoRequired..."

Here is the relevant snippet from /etc/cups/printers.conf in intrepid:

<Printer Canon>
AuthInfoRequired username,password
Info Canon_inkjet_on_home_network
Location 
DeviceURI smb://SomeUser:TopSecretPassword@/server/Canon-i950
State Idle
StateTime 1227476815
Accepting Yes
Shared Yes
JobSheets none none
QuotaPeriod 0
PageLimit 0
KLimit 0
OpPolicy default
ErrorPolicy retry-job
</Printer>

The corresponding snippet in gutsy was essentially the same, except that
the "AuthInfoRequired" line was absent. Commenting out the
AuthInfoRequired line makes the printing work again.

-- 
cups says "can't promp for authorization" when printing to my samba printer
https://bugs.launchpad.net/bugs/283811
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