This off-duty combination of a bomber jacket and skinny jeans is a goofproof option when you need to look sharp but have zero time to pick out an outfit. To give your getup a more laid-back vibe, why not add dark brown print leather high top sneakers to this look? With the departure of winter come warmer afternoons and balmy nights and the need for a knockout look just like this one. If you often wonder how to dress age-appropriately without giving up on fashion, this pairing is a great illustration.