Combining a grey suit and a white and navy vertical striped dress shirt is a surefire way to inject your day-to-day styling arsenal with some manly refinement. Our favorite of a countless number of ways to finish this outfit is with brown leather tassel loafers. This getup is everything for when temps are dipping and autumn is in full swing. This outfit proves that as a 50-something gent, you still have a wide array of dressing options.