Consider pairing a burgundy sweater vest with navy jeans if you're aiming for a proper, on-trend look. Double monks will take this look in a dressier direction. So as you can see, it's super easy to look sharp and stay warm when chillier days are here, all thanks to looks like this. If you're making it through your late 20s, take inspiration from outfits like this to take a more serious approach to your personal style.