Tuckernuck Kenzo Dress (Striped Version Here. Velvet Version Here. All variations here!) / Loeffler Randall Leonie Ballet Flat (Also available via Tuckernuck.)

Another classic, versatile piece is the Tuckernuck Kenzo Dress. I wear it with the comfiest ballet flats ever for casual days, and pumps or over-the-knee boots for dressier occasions. It’s tiered—so it’s very forgiving, yet because of the crepe material, it falls in the most flattering way. (It is NOT shaped like a tent!)