I think Anna looks her best with longer hair and thinner eyebrows. Short hair adds weight to her face. Unfortunately, I think the eyebrows are here to stay. She seems oblivious to how horrendous they look. I can't figure out how or why she thinks they look good, but it seems she does?! I wonder if any of her friends/family/Mark commented on her eyebrows when she started growing them out? Because how could you not. They are huge! I also think, considering the amount of money Anna spends on clothes, that she often looks sloppy. She is a total fashion victim with no style of her own.
As for Lily, she's struggled with her body image since giving birth, and these days she dresses to cover rather than enhance her figure. I can only see that continuing as she goes on to have more children (I think she will be pregnant again in 2021; she's alluded to as much on the podcast). I agree that she often looked attractive and well turned-out a few years back. Once upon a time, she seemed to know how to put an outfit together. Now, just like Anna, she often looks sloppy.