New texture The ladylike structure could be matronly—but not when it comes in faux ostrich skin.
J.McLaughlin leather purse, $395; jmclaughlin.com
A chunky heel Old spectator pump: pointy and delicate. Today’s spectator: rounded and substantial.
Banana Republic leather pumps, $120; bananarepublic.com
Unclassic notes The contrast trim and piping make this homage to the Chanel tweed topper feel new.
Ivanka Trump cotton and polyester jacket, $225; Macy’s, 800-289-6229. Sizes up to 16. Express polyester top, $50; express.com
Bold color The silhouette of these cotton-twill cigarette pants? Chic since the ’50s. What's hip: the statement hue.
H&M cotton pants, $50; hm.com for stores. Sizes up to 16