This combo of a white and red and navy plaid long sleeve shirt and black ripped jeans is definitive proof that a straightforward off-duty ensemble can still look really interesting. And if you need to easily up this ensemble with one single item, why not complete your ensemble with a pair of brown leather derby shoes? Come hot summer days you're looking for an outfit to keep you comfy and dapper –– this look is perfect for this time. If you frequently wonder how to dress maturely, this pairing is a lifesaver.