All products featured on Self are independently selected by our editors.

However, we may receive compensation from retailers and/or from purchases of products through these links.

Flats are a-ok with a skirt like this.

Image may contain Clothing Apparel Human Person Skirt and Dress

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.

Image may contain Clothing Apparel Human Person Skirt and Dress

Top:Helmut Lang, $160.

Shoe:VANS, $45.

Bag:Loeffler Randall, $295.

Image may contain Clothing Apparel Skirt Female Human Person Woman and Dress

Watch:BOSS Hugo Boss, $495.

Vince Camuto Sheer Inset Pleated Skirt, $119.

Sandro Mesh Mini Skirt, $275.

Image may contain Skirt Clothing Apparel Human Person and Miniskirt

Knot Sisters Mia Skirt, $70.

Rose Brocade Midi Skirt, $57.

Rag & Bone Molly Sheer-Hem Jacquard Knit Skirt, $275.

This image may contain Female Human Person Clothing Apparel Dress Woman and Girl

Forever 21 Free to Be Maxi Skirt, $25.

Ann Taylor?Tall Illusion Pencil Skirt, $98.

Lilliane Skirt, $58.

This image may contain Female Human Person Clothing Apparel Dress Woman Alma Jodorowsky Skirt and Girl

DKNY?Maxi Skirt with Ponte Overlay, $235.

Image may contain Skirt Clothing Apparel and Miniskirt

Image may contain Clothing Apparel Dress Human Person and Skirt

This image may contain Clothing Dress Apparel Female Human Person Woman and Skirt

Image may contain Clothing Apparel Female Human Person Skirt Woman and Dress

Image may contain Clothing Apparel Sleeve Long Sleeve Female Human Person Skirt Sweater and Woman

Image may contain Clothing Dress Apparel Female Human Person and Woman