No where near enough information for us to help you. cups-pdf historically has worked quite well with wine. Problem we have here. Number 1 you did not tell us the application. So we cannot look it up in appdb. Number 2 you did not tell us the wine --version you are using. Number 3 http://wiki.winehq.org/FAQ run from terminal/console and see what messages wine prints out when printing is attempted. If its a missing library wine will be yelling on the console that its not there. Very clearly. Does cups-pdf on you system work from native applications. It can be configured to drop files in strange places. I have had that before where person say they cannot find the files it printing. Also running printers inside wine is highly suspect. Some applications install a PDF printer for producing pdf. This can be a problem. Basically please in future don't expect us to be mind readers.
