black dress silk Glow Silk-like Satin Prom Silk midi dress with cuffed sleeves DETAILS Aspen Midi Dress - Black

We love how an oversized barn jacket hits right at the hem, leaving you with lots of leg to show off your favorite fall boot

It felt like Devon would love that dress, because it's exoskeletal and it moves and it's bold, says Duncan, who worked with the label to customize the dress with monochrome red lining

Windowpane suit: This sharp grid-like pattern is a standout choice for a more structured look

This dreamy wedding gown offers an alluring spin on a timeless strapless silhouette with hand-placed lace details, a low back and a plunging illusion V-neckline

Pulls on

When in doubt, a midi dress in a seasonal color with polished accessories will land you safely in the right zone without overdoing it