One of the first cheeses I enjoyed while I was living in Italy was caciocavallo. I'd never seen the gourd shaped cheese before, and the shape and its ubiquity drew me to try it. It has a milky yet mildly piquant flavor, almost what you would imagine mozzarella would taste like if it were a hard cheese and aged. It's approachable as well as delicious and unique.
I moved to Milan when I was 19 to study design. Before then, although the cheese I had been exposed to was very good (you can't beat VT cheddar) it was pretty limited. Brie seemed pretentious and as a teen I had no reason or occasion to ever buy or eat real cheese other than cheddar. A whole new world opened up to me in the streets and shops of Italy