(Hm. "Career girl" isn't a euphemism like "working girl", is it. . . ? Nah, didn't think so.)
This hat is mysteriously named Career Girl:
Now, the obvious question is this: What sort of horrible career requires you to wear that ridiculous-looking thing (and how can I make sure I never have to do that for a living)?!
What are those things poking through the beret supposed to be? Bizarre flowers from another planet? Antennae (like the ones you find on aliens from another planet)? Whatever they are, without them, the hat would be merely plain and ugly. With them, though, the hat is elevated to a higher plane of oddity. It's mesmerizing, somehow. . .
"Roxanne! You don't have to wear that hat tonight!
Girl, that thing looks silly!
You don't care if it's wrong or if it's right!"
(or something. . .)