Japanese models are made specifically for the Japanese market. To use the most recent software to transfer files, you must have a Japanese OS on your computer. You can't drag and drop with the Content Transfer software provided by Sony. Try using Sonic Stage 4.3. It should allow you to transfer your files to your Walkman. As far as the language settings go, the Japanese Walkman is Japanese only. I live in Japan but have an overseas model of the A829. It contains every major language EXCEPT JAPANESE. Download the English manual for the NWZ-S16f: http://support.sony-europe.com/dna/w...LV&m=NWZ-S616F
Try comparing the English and Japanese settings. It may help you figure things out.