A semi-casual combination of an olive blazer and a white and navy vertical striped dress shirt can keep its relevance in many different occasions. If you wish to immediately polish off your ensemble with footwear, why not introduce a pair of burgundy leather derby shoes to your outfit? This one is an obvious pick if you're piecing together a cool summer-to-fall look. As you're moving through your late 20s, you want to start dressing like a grown man. In this case, ensembles like this are perfect as inspo.