Loafers are the perfect balance between "casual" and "dressy", meaning you'll get a ton of miles out of each pair due simply to the high frequency life calls for "in between" garb. For those looking to not break their bank while still maintaing a level of quality and comfort---look no further than G.H. Bass & Co. They've been around since 1876 and are the company that created the original penny loafer. Their current selection, all of which is floating around the $100 price point, features some outstanding pairs of shoes, ranging from the cherry tassel to the camo penny. They're a solid look for any guy and a worthy investment.