No offense to Bethesda, but I absolutely detest the songs they have in this game. Something about the music from the 1940's and early 1950's just really gets on my nerves. Perhaps in future installments, they could enable an app which allows you to import music from your PS3, PC, or X-B0x 360, instead of having to listen to what they have selected for us.
That would probably end up being a very expensive nightmare for Bethesda. The music labels would view that as another avenue for people to swap illegally downloaded music files, and swapping of pirated music would doubtless take place. They would demand enormous licensing fees up front, if they were to allow it to happen at all.
If you're a PC player there are mods that will allow you to download extended music playlists (the included music files in these are public domain), or create playlists using your own music. If you decide to share these custom playlists with other people using copyrighted music, though, the RIAA will come knocking on
your door instead of Bethesda's.