Extremely stylish, this casual combination of a black leather biker jacket and grey chinos provides with ample styling possibilities. If you're on the fence about how to finish off, introduce white low top sneakers to the mix. When it comes to dressing for transitional weather, nothing beats a knockout ensemble that transitions easily between seasons. Those who wonder whether you can still rock edgy casual outfits as you pass the big 4-0, you have your answer.