This pairing of a sweater vest and skinny jeans looks well-executed and makes any gentleman look instantly cooler. A pair of black leather chelsea boots immediately lifts up the ensemble. During the colder months, when comfort is a must, it can be easy to surrender to a less-than-stylish outfit. But this outfit is a stark illustration that you can actually stay warm and remain stylish at the same time during the colder months. So pay attention and be the best dressed guy among your peers.