Impulse purchase edition: Do I pull this cap off?

Impulse purchase edition: Do I pull this cap off?

Impulse purchase edition: Do I pull this cap off?

If there's anyone who could pull this off, it would be me but there are some items that NO ONE (no one no ooooooone!♫♪♫) can pull off so I need some input.

ETA: What if I wore it with this jacket? Overkill?

Impulse purchase edition: Do I pull this cap off?