well... you really cant do it from windows media player. well, if u wanna put your windows media player to itunes, u have to download itunes first of course, and then you should have music saved to your computer and itunes gives u a choise if u wanna already sync the music to itunes from windows media player and you should have that one selected, or if u want to do it your self u have to press ctrl+o or u can go to file and click on open new file or something like that and on the side it says ctrl+o help this works ! [best answer]?