A navy long sleeve t-shirt and light blue jeans are the kind of a fail-safe off-duty getup that you need when you have no time to dress up. If you want to break out of the mold a little, complement your outfit with dark brown leather desert boots. When it comes to dressing for transitional weather, nothing beats a kick-ass ensemble that can take you from season to season. This pairing shows how 20-something men slay in the style department.