I dont understand why its important. I have tested it multiple ways, and the Z: symlink just goes back to your root... the winepath you get looks long but will function perfectly normal... I've tried it several times. I have no idea why you are saying yours is going to your user applications folder instead of the main one, it doesn't for me, tested on OSX 10.4 and 10.6. winepath 'Z:\Applications\Folder\File.txt' gives me... /Users/doh123/.wine/dosdevices/z:/Applications/Folder/File.txt which works perfectly fine... its just annoying to have that on the front when looking at it, but it still works.