If you're after a street style but also on-trend outfit, try teaming an olive parka with pants. If you want to easily ramp up your look with a pair of shoes, why not rock a pair of black leather casual boots? In the winter season, when practicality is prized, it can be easy to settle for a less-than-stylish ensemble in the name of convenience. However, this ensemble is a shining example that you totally can stay toasty and remain stylish during the winter season. Those who are dubious whether you can still pull off cool casual dressing as you head into your 40s, this outfit should answer your question.