This combination of a navy and white sweatshirt and grey chinos is super easy to put together and so comfortable to wear a variation of as well! If in doubt as to what to wear on the footwear front, introduce a pair of boat shoes to the mix. This look is a nice choice when it comes to putting together a neat look for summer-to-fall weather. The ability to pull off combinations like this is one of the advantages of getting into your 30s.