When the hair completely covers the eyes. Starting off with some Brief & Belphegor.
Pic related is the new Luke from Galaxy of Adventures. Needless to say, my heart can't repel cuteness of that magnitude.
So post your boys of animated/comics Star Wars here - Ezra, Kanan, Anakin, Luke, Obi-wan, Rex... hey, even Cad Bane if that's your thing.