This combo of a black leather biker jacket and black ripped jeans is indisputable proof that a pared down off-duty getup doesn't have to be boring. Tan suede casual boots are a fail-safe way to infuse an extra touch of sophistication into this outfit. So as you can see, it's a sharp, not to mention season-appropriate, outfit to keep in your transitional rotation. This getup demonstrates how gentlemen in their 30s score in the style department.