Brava, Alana! I love seeing these pics. I'm sorry summer is over for you (and Una, too). "Termination dust" does crack me up, though. Here in Massachusetts, we've been saying that even though it's been almost 90 F the past few days, we can feel autumn in the breeze.
I love the black skirt on you, especially with the flowing top in #6 and the white top in #7. I prefer the white top without the black cardi; somehow, all the black looks too heavy to my eye. Also, without the volume of the cardi, we can see your figure, and I think you look more trim and svelte without the sweater. I haven't been online so much the last two weeks, so I'm afraid I'm a little behind with your fall purchases, but I'm wondering about the possibility of the addition of a more tailored, perhaps slightly shorter black cardigan?
Keeping the length of your skirt in mind, as well as your great legs, I think your plaid shorts can definitely go, well, shorter, as Marley suggested. Roughly the length of your skirt at just above your knee. You can certainly carry it off, and I think it would be more flattering.
And yes to wearing a black knee length skirt with tights and boots!
Really like #2 and #4. That top was an excellent purchase! I would also say that about the black cardi and the white jeans, which you are rocking.