For a neat and relaxed getup, dress in a grey cardigan and a grey crew-neck t-shirt — these pieces fit really well together. Complement your outfit with black leather double monks to kick things up to the next level. During the winter season, when comfort is prized, it can be easy to surrender to a less-than-stylish ensemble in the name of convenience. However, this ensemble is a vivid example that you can actually stay comfy and remain stylish at the same time in the winter season. So if you need outfit ideas on what to wear as you pass the big three-oh, this combo is a perfect example.