If there was a simple formula for how to dress well and look good, it would go something like this: Step 1: Choose a jacket that’s appropriate for the season. Step 2: Layer in a collared shirt. Step 3: Stick to the basics when it comes to trousers. Step 4: Choose a good looking leather shoe. Dressing well and putting together a good outfit isn’t difficult. And when you keep things simple, you never look like you’re trying too hard.