Can I just say what a good writer you are? You had me laughing and all set up for a disaster of an outfit. The second is certainly not true, which I think is testament to disciplined buying, such that even things you “randomly toss together” wind up working so well!
I agree with you about winter dressing—the layers and textures are so much fun, and I love the rich patterns too. Rn I’m looking for inspiration for dark, moody dressing in hot weather, when every extra bit of fabric is too much.