This modern casual pairing of a black shirt jacket and black ripped jeans is very easy to pull together in next to no time, helping you look on-trend and ready for anything without spending a ton of time rummaging through your wardrobe. Dial up the dressiness of your ensemble a bit with a pair of dark brown leather chelsea boots. As you can see here, it's very easy to look awesome and stay comfortable when chillier weather comes, all thanks to outfits like this. This combination demonstrates that maturing from your 20s to your 30s is no reason to shed casual style altogether.