Sure it's daring, but a tomato-red shirt is surprisingly wearable with a fiery suit. Mixing shades of red—like the bordeaux accents and cherry python shoes—keeps everything from getting too matchy.
Blazer, $458, Marc by Marc Jacobs; 800-695-8000. Pants, $298, Marc by Marc Jacobs; RevolveClothing.com. Blouse, $295, Sachin + Babi; NeimanMarcus.com. Scarf, TheTieBar.com. Necklace, Tommy Hilfiger; 212-223-1824. Ring, ArielGordonJewelry.com. Shoes, Alexandre Birman, Liberte; 405-608-2727.