This combo of a grey hoodie and white ripped jeans is on the off-duty side yet it's also on-trend and razor-sharp. Get a little creative with footwear and complement this outfit with a pair of black canvas low top sneakers. And if you're scouting for a knockout look that will take you from winter to spring, look no further. If you often wonder how to dress age-appropriately but also look stylish, this ensemble is a good illustration.