This pairing of a grey overcoat and black chinos is a never-failing option when you need to look stylish in a flash. A pair of blue athletic shoes introduces a more laid-back aesthetic to the ensemble. As you can see here, it's very easy to look on-trend and stay toasty when cooler weather comes, all thanks to outfits like this one. The ability to pull off combinations like this is one of the advantages of maturing from your 20s to your 30s.