An olive blazer and white dress pants are definitely worth being on your list of must-have menswear styles. You can get a bit experimental on the shoe front and play down this getup by rounding off with casual boots. In the winter months, when warmth is key, it can be easy to surrender to a less-than-stylish ensemble. This ensemble, however, is a striking example that you can actually stay comfortable and remain equally stylish during the winter months. When it comes to dressing ideas for 40-something gents, this combo looks great on almost any gent.