This look with a tobacco blazer and olive chinos isn't so hard to pull off and leaves room to more creative experimentation. Bump up the dressiness of your ensemble a bit by slipping into a pair of loafers. Keep this combination ready to go come warmer days, and rest assured, you'll save a ton of time crafting what to wear on more than one morning. As you're moving through your late 20s, you probably want to start dressing like an adult man. That's when combinations like this are a lifesaver.