I thought it only appropriate to pair high-heeled hiking boots with a shrunken grandpa sweater and long-john red tights. A fussy vintage dress makes the ensemble sort of work appropriate.
Sweater, Banana Republic (thrifted and gifted). Dress, thrifted, vintage, and shortened. Tights, Anne Klein. Boots, Lauren Ralph Lauren. Sunglasses, Target. Belt, Gap (thrifted). Poncho, Tri Collection.