-- +1 :: Appearance reference | Yes! I was thinking of a black and white character.
We all know you never walk alone. - Companion ref.
-- +1 :: Companion reference.
Do you have a choice when trouble follows you? - Magic ref; passive magic causes shadow tendrils to follow him wherever he goes.
-- 0 :: While shadows can often represent "evil", I don't see how this clue is referencing shadows at all. You specifically use the term "trouble" which made me think of reputation or history.
I hear you’re confident, - Personality ref.
-- 0 :: Clues must be easily found on the character's profile, and while Crowley can be interpreted as confident it is not stated in his personality.
Wearing that crown upon your head. - Species ref; unicorn.
-- +1 :: Species reference.
3/3 -- PASS.