Low, trendy, and perfect with cuffed jeans, flat shoes like moccasins and loafers were just made for casual situations. Not only are they well-balanced and comfortable, but they often feature ergonomically-appropriate uppers and soles that cradle your feet and protect them from damage. If you are the funky type, look for fully beaded moccasins, including ones with a blanket-inspired Native American print fabric. As for the loafers, will it be tassel or penny styles that you choose this time around? It's too hard to decide, and you might need to go with both pairs after hemming and hawing. Poor you!