For a cool and casual ensemble, marry an olive crew-neck sweater with navy chinos — these two items go really good together. Want to go all out in the shoe department? Introduce a pair of black leather casual boots to this outfit. In winter, when comfort is critical, it can be easy to settle for a less-than-stylish outfit. However, this outfit proves that you totally can stay snug and remain stylish during winter. Outfits like this go a long way towards building your style as a young gentleman.