Sarah, you and me, both! My uniform has been sweater, pants; sweater, pants; sweater, pants. And it will stay thus, until the end of March, at least. Probably the end of April.
You look great. I think this actually proves that you are some kind of "natural" -- the simple, soft, slightly sporty looks work really well on you. I especially like 2, 9, and 10 -- you look amazing in the colour in 10!
As for the jacket -- it's perfectly normal to experiment in order to find your best style. The only way you can learn is by trying. Just be glad you are trying via Goodwill (and it's returnable!) vs. an expensive store with no returns! I did a TON of thrift experimenting in my first 1.5 years on YLF. It was the only way to really figure out what worked IRL vs in theory. I'm still figuring that out, but now I'm focused more on refining the details. Some of my worst experiments were actually retail ones (fortunately sale -- but not cheap like Goodwill, and not returnable.) There was the steampunk skirt, the draped tunic, the V neck dress...oh...the stories I could tell. But the only way I could find out they didn't really work for me was to try them. Rock on!
And try not to get too hung up on the Kibbe stuff. It's a good beginning, a jumping off point, but not an infallible rulebook. Having said that, do you have a wrap dress? There's your asymmetrical closing and softly defined waist without the ruffle.