If you appreciate comfort dressing, wear a grey overcoat and navy jeans. Wondering how to finish this outfit? Wear a pair of double monks to dial it up. Keep this getup in your front hall wardrobe come spring, and we promise you'll save a lot of time racking your brain for what to wear on more than one morning. This combination illustrates how to keep slaying in casual dressing as a 30-something Millennial gent.