Pair a black waistcoat with a turtleneck if you're going for a neat, sharp outfit. Complete this getup with a pair of dark brown leather chelsea boots and off you go looking killer. Can you see how extremely easy it is to look seriously stylish and stay comfy when colder weather hits, all thanks to ensembles like this? That's the style for a gent in his 20s to portray you've got what it takes to go places.