This laid-back pairing of a black henley shirt and navy vertical striped chinos is super easy to throw together in no time, helping you look sharp and prepared for anything without spending too much time rummaging through your wardrobe. With shoes, go for something on the smarter end of the spectrum and complete your look with a pair of black suede loafers. As a gentleman in his 30s, you want to start dressing maturely. If that's the case, getups like this are a safe bet.