For a cool and casual look, dress in a crew-neck sweater and light blue ripped skinny jeans — these two pieces fit beautifully together. Finish your look with a pair of beige chelsea boots for a stylish hi-low mix. In the winter months, when functionality is key, it can be easy to surrender to a less-than-stylish outfit in the name of convenience. This outfit, however, is a good illustration that you totally can stay cozy and remain stylish at the same time during the winter months. Outfit inspiration like this will help you stay seriously stylish while heading into your 30s.