This combo of a navy denim jacket and a charcoal hoodie is proof that a straightforward casual look can still be really interesting. Go ahead and add a pair of tan uggs to your look for a more laid-back touch. So as you can see, it's super easy to look seriously stylish and stay snug when chillier weather hits, all thanks to looks like this. Wondering how to master casual dressing after 30? This combo is a perfect example.