Apparently, you can convert the FLAC file identification tag to fool iTunes into thinking FLACs are Quicktime files which allows iTunes to recognize these and play them. There is a Mac tool here which can alter the file:
http://code.google.com/p/flukeformac/

Has anyone tried something like this out?

Something like this seems like a natural fit for dMC as we already have the writer/parsers in place for Apple.