grey dress shirt with black pants Ash & Erie Charcoal Textured Brushed Button-Down for Short Men Charcoal Textured / S / Slim and ready for anything What Color Shirt Goes With

The former First Lady's turn with the little black dress at the ESPYs featured an asymmetrical cut at the neckline and a bodycon silhouette

Footwear sets the tone, and Chelseas lend a sense of casual professionalism

More of Paris Hilton's Sparkly Silver Dresses Paris has often channeled that signature birthday dress with various silver frocks

One-time wear or indoor-use items such as shoe covers, boot tops, costume shoes, etc

The beauty of black cap-toe derby shoes lies in their simplicity

Be cautious with very bold or attention-grabbing prints that might pull focus, and check whether the couple has any color preferences