A hoodie and black ripped jeans are the kind of a tested casual look that you need when you have no extra time to craft an outfit. Add a pair of desert boots to the mix to easily dial up the classy factor of this getup. As you can see here, it's extremely easy to look on-trend and stay cozy when chillier weather arrives, thanks to this look. This combo suggests how to stay fashionable as you mature into your 30s.