Consider wearing a charcoal parka and skinny jeans for comfort dressing with a street style spin. Play up the dressiness of your look a bit by rounding off with low top sneakers. While it can be tricky to stay on-trend in below-freezing temps, it's outfits like this that prove it's quite doable. Guys who are curious how to pull off modern off-duty style in your twenties, this getup should answer your question.