Reach for a white crew-neck t-shirt and light blue jeans if you want to look cool and casual without too much effort. Finishing with a pair of tan suede desert boots is a surefire way to add an extra dimension to this look. In the winter months, when warmth is top priority, it can be easy to settle for a less-than-stylish getup in the name of convenience. However, this getup is a shining example that you totally can stay comfy and remain equally stylish in the winter months. This outfit demonstrates that after 40 your sartorial options are pretty much limitless.