simkhai blue dress Neri Midi in Periwinkle Stripe Hidden zip at side Oxford Blue Multi Melly Midi

A red crossbody bag or red lip adds a playful pop of color that nods to vintage pin-up style without going costume-y

You can add another shirt on top of the white one to make the giant baseball stand out

Black Dress Shoes Black Dress Shoes Rent $30 Details Synthetic Leather Upper Modern Silhouette and Side Profile Slip-resistant Sole Padded Insoles Made with a modern elegance, these stunning classic black dress shoes are sure to make a statement

Deep, flat side pockets sit smoothly within the seams so you can carry your essentials without adding bulk

Sofia is a fun and flirty satin bridesmaid dress with a fresh, modern look

Fred Astaire was a proponent of this technique, often wearing things like pink socks in his outfits for films