black white polka dot maxi dress and Drape - and Designed with a sleeveless silhouette and flowing maxi Final Sale Plus Size Sleeveless

A dress like that would work for dinner or a photo shoot, but not an event where you're moving about

Best Wingtip Dress Boots: Thom Browne Classic Wingtip Lace-Up Boots Tread confidently in these brogued-out (is that a phrase?) wingtip boots from Thom Browne

Whether you want to wear it casually, or extravagantly is all up to you

Marsh Flower UPF50 Cut-Out Hem Dress - Tango Mango For Seaside Travels Whether you spend your spring at the seaside in Florida or New England, you can't go wrong with a printed maxi dress

Done poorly, it can feel incongruous

The vest was often worn during the '90s as a piece all by itself rather than belonging to a suit