Combining a white and black vertical striped dress shirt with grey dress pants is a wonderful idea for a classic and polished ensemble. Go ahead and add a pair of dark brown suede chelsea boots to the mix for a touch of stylish casualness. In the winter months, when comfort is imperative, it can be easy to settle for a less-than-stylish ensemble. However, this ensemble is a shining example that you can actually stay cozy and remain stylish at the same time during the winter months. Surely a good option when it comes to fashion for men in their 40s.