Sbicca Zepp Wedge is the hottest shoe this season! Wedge booties that feature a chain and fringe detail for vintage appeal. Synthetic upper (genuine suede fringe detail), lining and sole. Heel measures approximately 4
This style outfit would work for you as long as it didn't overwhelm your chest. (Just needs some darts around the waist. Always try on things before you say it doesn't work.) Can wear with leggings too. Could also swap out the shoe style.
With mid calf boots, possibly cardigan it would be awesome fall/spring look. Love that she's holding it back, means you can choose how much leg to show and there's a gorgeous amount of fabric and movement available in that skirt.