Perfect the effortlessly smart ensemble by wearing a shirt jacket and a bomber jacket. Introduce a pair of white canvas low top sneakers to your look to easily amp up the appeal of your outfit. So as you can see, this look is a really wonderful idea, especially for weird transition weather, when the temperatures are starting to drop. As you're transitioning from your 20s to your 30s, you probably want to start dressing more maturely. In this case, ensembles like this are ideal as inspo.