This combo of a waistcoat and navy ripped jeans is outrageously stylish and yet it's laid-back and apt for anything. To introduce some extra flair to this ensemble, complete this ensemble with a pair of dark green oxford shoes. When it comes to dressing for awkward fall weather, nothing beats a cool combo that transitions easily between seasons. Wondering how your styling rotation should look as you pass the big 3-0? This combination is a good illustration.