Vista - Print a remote file

Any help, hints or pointers in the right direction much appreciated.
I'm running a asp/SQL website, which stores a bunch of files for the
user. The files are grouped. The users frequently need to print all
files within a given group. Currently they have to open each file in
their browser / appropriate ap, print it, go get the next file and so
on. Sometimes they will need more than one copy of a given file.
Is it possible to automate this process?
If so, how?
If its possible to get it down to one windows print dialog window,
that would be ideal, however one print dialog window per file would
also be ok.

Many thanks for any help you can send my way.

Phil.