For something more on the casual and cool end, opt for this combo of a white dress shirt and light blue ripped jeans. We're loving how cohesive this outfit looks when finished off with a pair of brown leather low top sneakers. In the winter season, when warmth is prized, it can be easy to settle for a less-than-stylish look in the name of convenience. But this look is a vivid example that you totally can stay comfortable and remain equally stylish in the winter season. Casual getups for stylish gents over 30 aren't actually that hard, as you see here.