I played Joćo Gilberto for a friend today. She liked it. I also showed another friend some Curtis Mayfield, and he said it made him feel very happy. My other friend asked me if he could get all of the Belle and Sebastian off of my computer onto his iPod, because I showed him a YouTube link to one of their songs and he's been into them ever since. Then again, another girl said that old Disney Film music was better than anything related to 'metal', but you know, that's just the nostalgia talking.
Kind of an anti-climactic set of anecdotes, but frankly I feel as though you can get people into plenty of good music if you don't choose a ridiculous pathway. Getting the pop-obsessed listener into Merzbow is the longest of long shots, so I always try to take something familiar yet angular and then show it to them. Then, everybody's happy.