Go for a simple yet sophisticated option by pairing a brown fur parka and grey dress pants. Why not complement this look with derby shoes for an added touch of style? In the winter months, when warmth is essential, it can be easy to settle for a less-than-stylish look in the name of practicality. This look, however, is a shining example that you totally can stay toasty and remain equally stylish in the winter months. And if we're talking outfit ideas for guys over 50, this look looks good on almost anyone.