Objectively Django Reinhardt. He was the most popular and well loved musician in Nazi Germany despite playing banned music for his entire career and being a gypsy.
>experimental Japanese rock band
>don't give a fuck
Dylan and Reed were cool, but they get points deducted for trying so incredibly hard (this becomes more notable especially in their later careers).
She has one very cool picture, but her flat demeanor falls more into "boring" instead of interesting, which coolness should always suggest
Not serious answers
The only person listed thus far who was objectively cool. Had a retarded hand but made beautiful music with ease and self-confidence, unique name and self-image, admired the world over for his technical prowess and widespread influence on guitarists, didn't take himself too seriously and was comfortable with making mistakes. Django is very very very cool.
Definitely Elvis. Mother fucker gave people free shit all the time. Tipped his limo driver the limo and bought a lady any car she wanted. He handled his fame and fortune the absolute best way possible and is the coolest musician to ever live.
>some dumb drugged out hippy