If you feel more confident wearing something comfortable, you'll like this stylish combo of a shearling jacket and blue jeans. For something more on the sophisticated end to complete this ensemble, introduce dark purple casual boots to your look. During the colder months, when functionality is prized, it can be easy to surrender to a less-than-stylish ensemble in the name of practicality. This ensemble, however, is a clear example that you can actually stay comfy and remain stylish during the colder months. Wondering how to perfect casual outfits as you head into your 30s? This pairing is a great example.