My grandpa wore woven shoes like these. They were brown and sometimes he wore them with socks. Of course, I adore this ruby red, sort of a Dorothy Gale-as-a-tomboy hue. These pretty loafers or smoking slippers are by Dieppa Restrepo, a label I truly love. I’m thinking they would prompt many boyish ensembles, preferably paired with cute ankle socks (because grandpa was always right).

Did your grandpa(s) have cool shoes too? Please share.