If you are going to commit to one new look this fall, let it be a pair of penny loafers. This rendition is simple, sophisticated and sassy. Set on a sidewalk-friendly heel and cut with a modern square toe, these loafers are not only comfortable but also classy. Incorporate them into an androgynous look, cropped denims and a casual tee. But if you really want to try something new, slip them on with dresses and skirts to keep the look from leaning too sweet.