For an ensemble that's super easy but can be modified in plenty of different ways, dress in a black argyle crew-neck sweater and black chinos. You could perhaps get a bit experimental in the shoe department and introduce black leather derby shoes to your outfit. So as you can see here, it's a stylish, not to mention season-appropriate, look to have in your seasonal arsenal. That's the look for a guy in his thirties to convey you've got what it takes to succeed.