For an on-trend look without the need to sacrifice on functionality, we love this combo of a blazer and blue ripped jeans. To give your getup a dressier finish, complement this look with black and white loafers. When you're having one of those dreary fall days, sometimes only a cool look like this one can get you to face the outside world. Wondering how to nail casual dressing as you pass the big four-oh? This combo is the perfect answer.