It is such a huge shame that you have to understand Portuguese to appreciate those songs... this is yet another great evil outcome of having more than one natural language is bad for the world.
The good songs stopped before of just after Ciro Santilli was born, they were originally heard by his parent's generation. Those young new kids are boring.
The place to start is definitely the Holy Trinity of popular brazilian music:
- Caetano Veloso is arguably Ciro Santilli's favorite MPB artist, he has just too many amazing songs, best ones at: Section "The best Caetano Veloso songs"
- Chico Buarque. Ciro's second favorite.
- Gilberto Gil. Perhaps Ciro likes him third because he is the most lighthearted one, although not always: Section "The best Gilberto Gil songs"
Non trinity songs and artists:
- Tom Jobim
- Jair Rodrigues
- Vinicius de Moraes. Many of his lyrics are poetry. Notably, he has some "children" songs that you think about as an adult and go "oh fuck". For some reason, Ciro can't help but think that he looks like a pedophile, but he doesn't have any scandals apparently, poor dude. He was a drunkard for sure though.