If you're on the hunt for an off-duty but also on-trend look, try teaming a bomber jacket with skinny jeans. Here's how to smarten up this ensemble: charcoal leather casual boots. There's no better way to spice up a dreary fall day than a seriously stylish ensemble like this one. Think it's hard for middle-aged guys to perfect modern off-duty style? This pairing is indisputable proof of otherwise.