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Flats are a-ok with a skirt like this.
Keep the proportions appropriate an unstructured top with slimming skirt, or a tighter top with a flouncier skirt.
A cross-body purse looks great for daytime, and a chunky watch is always a do.
Skirt:Forever 21.
Top:Helmut Lang, $160.
Shoe:VANS, $45.
Bag:Loeffler Randall, $295.
Watch:BOSS Hugo Boss, $495.
Vince Camuto Sheer Inset Pleated Skirt, $119.
Sandro Mesh Mini Skirt, $275.
Knot Sisters Mia Skirt, $70.
Rose Brocade Midi Skirt, $57.
Rag & Bone Molly Sheer-Hem Jacquard Knit Skirt, $275.
Forever 21 Free to Be Maxi Skirt, $25.
Ann Taylor?Tall Illusion Pencil Skirt, $98.
Lilliane Skirt, $58.
DKNY?Maxi Skirt with Ponte Overlay, $235.