A white dress shirt and black dress pants are essential in any man's closet. To bring out the fun side of you, finish with a pair of black leather brogues. During winter, when warmth is everything, it can be easy to settle for a less-than-stylish look. However, this look is a clear example that you can actually stay snug and remain equally stylish during winter. And if we're talking outfit ideas for maturing guys, this combination looks nice on almost any gentleman.