This phrase comes up a lot..."I don't want to look like I am trying too hard." What does that mean to you? I struggle with this. How can you tell if you look effortless? It seems to me that any kind of style shift would look like you worked a bit at it...is this "trying too hard?" Is it suddenly dressing nicely as opposed to your usual casual style? Is it wearing all your new items at once, as opposed to gradually upping your style quotient?

Or is it as vague as "I know it when I see it..." Interested in your thoughts.