BASQUIAT AND REGGIE WATTS
These two are masters of improvisation. Much of what I love about Basquiat can also be found in other work from the expressionist family, Raushenberg and Twombly in particular. Basquiat made several unique contributions however, and most significant among these contributions is the element of language. Expressionism is, by default, a deeply emotional art. By including his explicit, written-out thoughts, Basquiat introduced intellectual possibilities to the genre.
Most importantly for this comparison, Basquiat committed to these bits of language as they formed in his mind without any hindrance or editing. He simply reacted to what he saw himself creating and let us in on his thoughts as they arrived.
Reggie Watts does something very similar. His songs are constructed on the spot in real time by using an inward call and response. He trusts his own craft and intentions enough to solidify the themes and ideas of the song as he is creating it—meaning that he first learns his lyrics when he hears his own voice saying them. He then engages in a back-and-forth with his own mind that carries it forward and unifies the piece into something cohesive and entirely one of a kind.