It's not a particularly flattering hat and at that angle, colouring, and with that dress is looks out of place. At least to me. I'm also the furthest thing from an expert in fashion or hats.

I only have 3 hats; a brown fedora, a Rock n Roller Coaster baseball cap and a hat I received as a gift, I'm not sure what the name is of that type of hat. From a quick google search it looks rather like a Buchari Kippah?