This outfit suggests it is totally worth investing in such menswear essentials as a sweater vest and navy jeans. Finishing with a pair of brown derby shoes is the simplest way to add a bit of depth to this ensemble. During the winter season, when warmth is a must, it can be easy to settle for a less-than-stylish look. This look, however, is a shining example that you can actually stay warm and remain stylish during the winter season. So if you need fashion tips on what to wear after 30, this combination is ideal.