Fall provides a great backdrop for date nights and weekend outings, as the crisp weather and changing leaves automatically sets an easygoing, romantic tone. Fall is a transitional season, so let your wardrobe do the same. The key is to look presentable and put together, but still causal. A classic Oxford is a safe choice, but also consider a light turtleneck, which we recently learned is what women really want to see men wearing this fall. Round out the look with some ruggedly handsome boots and a layering piece for those slightly chilly fall nights, especially if you decide for an after-drinks stroll. What's more, much of these staple pieces can be found at reasonable prices with a few investments in items that will last you well past the fall.