For a laid-back outfit, try pairing a navy leather biker jacket with sweatpants — these pieces fit perfectly well together. Go off the beaten path and spice up your look by rocking a pair of silver slip-on sneakers. Can you see how super easy it is to look sharp and stay snug when colder weather hits, all thanks to outfits like this one? If you're not sure how to dress your age, this combination is a winning option.