Team a grey hoodie with a multi colored plaid long sleeve shirt to achieve a seriously sharp and modern-looking off-duty ensemble. If you're on the fence about how to finish off, a pair of tobacco leather low top sneakers is a tested option. So as you can see, this ensemble is a really smart choice, especially for summer-to-fall weather, when the temperatures are dipping. As you can see, as a younger guy, you have a wide array of dressing options.