Wear your summer dresses during fall too. Just add a denim jacket and a scarf and change your sandals with boots. This is classic for me; little black dress with jean jacket to casual it down and tall boots, all in my colors :)
Love how the scarf and shoes bring out the red in the skirt. And the jacket and scarf added to the skirt/top make it look more put together. I'd like a dark denim jacket and skirt combo for transitioning from summer to fall.