The 5 Tips Every Large Man Should Know 1) Wear a pocket square. It brings the focus to your chest, not your gut. 2) Keep your jacket buttoned unless you’re sitting down. 3) Wear a simple, elegant shirt. Avoid plaids and checks. 4) You can wear flat-front pants. They are engineered to be comfortable, even without pleats. 5) Avoid superskinny ties and lapels. Proportion with your torso is key.