mid-30's, 5-2, 135lbs. Fairly athletic and in-shape, but a bit of post-baby pooch.
First question: leggings. Am I too old for these? Granted, I haven't worn them as actual clothes since... high school? But they look so comfy

Am I just past the point of leggings and an oversized top + cute scarf for cooler weather? I am thinking of weekend-mom-wear.
#2: Everything I see has leggings paired with boots. It's cute, but it's just never gonna happen for me. Leggings, oversized sweater, cute sneakers? Like the cute puma flats or whatever? Is this even vaguely permissable? Any other shoe suggestions?
For some reason I have no kind of casual wear... I go straight from workwear to pajamas, my closet has a big hole in the middle.