Why not wear a turtleneck with a crew-neck t-shirt? These pieces are very functional and look amazing paired together. In the shoe department, go for something on the more elegant end of the spectrum and round off this outfit with black leather double monks. In the winter season, when warmth is crucial, it can be easy to settle for a less-than-stylish look in the name of convenience. However, this look is a striking illustration that you can actually stay snug and remain stylish in the winter season. A safe bet pairing appropriate for gentlemen in their thirties.