When it comes to timeless refinement, this pairing of a tan houndstooth blazer and grey wool dress pants is the ultimate style. If not sure as to what to wear when it comes to footwear, add a pair of dark purple leather tassel loafers to the equation. This one is a viable option when it comes to putting together a knockout getup for summer-to-fall weather. If you're 30, take inspiration from ensembles like this to add more seriousness to your wardrobe.