This combo of a white dress shirt and light blue ripped jeans is on the casual side but is also sharp and incredibly sharp. Feeling creative? Switch up your ensemble by slipping into navy suede casual boots. During the winter months, when practicality is critical, it can be easy to surrender to a less-than-stylish look. But this look is a stark illustration that you totally can stay comfortable and remain stylish during the winter months. This combination illustrates that moving from your 20s to your 30s is no reason to avoid casual clothing.