Currently there is no RIM software that you can use to strip the DRM from the ITunes songs you have. You'll need to strip the DRM in another way (i.e. burn to CD and rip them again or use 3rd party software to rip the DRM direct). Then you can put the songs on the BB and play them. You'll run into this issue with all ITunes DRM songs with other devices that aren't made by Apple... it's not just a BB issue.