I am having a similar problem.  I have an Epson Stylus CX6600 shared by
a windows XP machine.  I can print once, but then after that I need to
restart CUPS so that I don't get the "Too many failed attempts" message.
I set the loglevel to debug:

access_log: doesn't indicate any problem.  It says that the print job
was accepted and all that.

error_log: I've attached my error l log starting with a successful print
immediately followed by an unsuccessful print. (Just a blank page from
gedit).

I think what is happening is that authentication is actually failing
after the first print job - but it's printing anyway.  Then for the
second print job it won't even let me try.

** Attachment added: "error_log"
   http://launchpadlibrarian.net/23333941/error_log

-- 
Intrepid, CUPS does not print jobs sent to network printer
https://bugs.launchpad.net/bugs/314543
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