If you're on the hunt for a laid-back yet dapper ensemble, consider pairing a white and navy vertical striped short sleeve shirt with blue jeans. Dark brown leather casual boots will breathe an extra touch of refinement into an otherwise standard ensemble. During the colder months, when warmth is paramount, it can be easy to surrender to a less-than-stylish ensemble in the name of practicality. But this ensemble is a striking example that you can actually stay comfortable and remain stylish in the colder months.