This combination of a charcoal polo neck sweater and grey jeans can only be described as seriously dapper and casually smart. To give your overall outfit a more refined touch, complement this ensemble with dark brown leather derby shoes. Dressed like this, any older gentleman is guaranteed to put most 20-somethings to shame.
This classic and casual combo of a tan waistcoat and grey jeans is extremely easy to pull together without a second thought, helping you look awesome and prepared for anything without spending a ton of time combing through your closet. If you want to easily ramp up your ensemble with a pair of shoes, add a pair of dark brown leather derby shoes to the equation. Wondering what you should wear as you slip into your 50s? This outfit is the perfect answer.