I had all the symptoms described when I set up a printer
on Ubuntu 9.04 using the normal
Administration->Printing->
New->Select Device-> Network Printer-> 
Windows Printer via SAMBA->Browsing for the smb shared printer 
and Having "Prompt user if authentication is required" checked.

The same setup but having "Set authentication details now" checked
with Username & Password correctly entered for the smb share
works flawlessly.

There is no line in printers.conf stating
AuthInfoRequired username,password

# Printer configuration file for CUPS v1.3.9
# Written by cupsd on 2009-04-28 14:13
<DefaultPrinter Epson-Stylus-D88>
Info Epson Stylus D88
Location lilians office
DeviceURI smb://lilian:l...@mdkgroup/ATOML/EPSOND88

Username is " lilian", password is " l1l"  @ workgroup/server/printer

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