This casual pairing of a navy plaid long sleeve shirt and black ripped skinny jeans is effortless, sharp and very easy to recreate. To add some extra depth to your ensemble, add a pair of white leather low top sneakers to the equation. So if it's a baking hot summer day and you want to look sharp without putting too much effort, this ensemble will do the job in seconds time. Guys who are curious how to wear cool off-duty looks as you work your way through your 20s, this outfit should answer your question.