Fashionable and functional, this off-duty pairing of a light violet dress shirt and blue skinny jeans provides variety. If you want to immediately up the ante of this look with a pair of shoes, why not introduce a pair of brown leather loafers to the mix? Seeing as autumn is fast approaching, this outfit seems a great idea for the time in between seasons. A good example if you're looking to shed your boyish look and start dressing more professionally.