A shirt jacket and a grey hoodie are a nice look that will effortlessly carry you throughout the day and into the night. A nice pair of grey athletic shoes is the simplest way to inject a sense of stylish nonchalance into your look. When it comes to dressing for weird transition weather, nothing beats a neat combination that transitions easily between seasons. If you're often not sure how to dress appropriately for your age but also look stylish, this getup is a real life saver.