Alana this was a great casual outfit!!! Love the skirt, and the stripes on the sweater. I would only scrunch up the sleeves for more structure and bookending bare legs, and may be it wouldn't hurt a bit of a (blocked/sturdÃ) heel or kind of a low wedge for another pair of booties, for wearing esp for skirts, too. These are looking more of some shooties for me, so much more suited for pants in my book. So, they could be a bit longer up on the ankles, for adding more weight to the top heavy outfit. But pls. be aware it's only my private 2cents.
Then, I so can relate with your hesitation on wearing bare legs with booties in general. I adore bare legs and I love booties. I just can't do them together, with skirts and dresses. esp not if booties are black.(You know? I'm blonde, too!). I wear my black booties(and all the black pumps or flats flats for skirts, too) always(!!) withblack sheers or opaques and so I love them for leg lengthening and adding edginess purposes. Can't help, I just cannot do them together!!!