Instead of wine start 'SporeApp.exe' you can just do wine SporeApp Spore looks kind of tricky to run, see http://appdb.winehq.org/objectManager.php?sClass=version&iId=13652 Oblivion looks a bit tricky, too, see http://appdb.winehq.org/objectManager.php?sClass=version&iId=7506 Being new to Wine, you should probably start with some app that's rated Platinum in the appdb before tackling less well polished ones.