So, sticking with iTunes via WinXP in VirtualBox here, sadly.
You just have to babysit it and re-enable the device in the USB list after each time it restarts.
MP3FS is A read-only FUSE filesystem which transcodes audio formats (currently FLAC) to MP3 on the fly when opened and read. This was written to enable me to use my FLAC collection with software and/or hardware which only understands MP3. e.g. gmediaserver to a netgear MP101 mp3 player.
I have a ~/mp3_music directory which provides an exact duplicate of ~/music except for transcoding non-mp3 audio files on read. It's seriously kickass.
So presumably, it's available to one and all, regardless of distro. (At least until Apple gets wind of it...)
I'll go as far as saying the experience is WAY better with Rythmbox then using iTunes.