Leather jackets are such a staple piece in anyone's closet. Pairing it down for quick errands or a regular day of classes would be with a comfy v-neck and slim fit joggers. But, if you want to bring it up a notch leather jackets paired with a nice blouse or knit sweater are other options as well. For shoes, you can keep it simple by wearing comfy sneakers or dress it up with over the knee boots. Any style of heels would work as well especially when worn with boyfriend cut jeans. For a work attire, grab a slim fit trouser in a lighter shade to contrast with the darkness of the leather jacket, so you won't be drowning in an all black attire. Wear your favourite heels and you are good for meetings during the day while leading to dinner plans with co-workers. Personally, I would choose a pair of chunky heels for comfort wise, but for a long day of work or class slip-on shoes or even loafers would be a better choice. Lastly, grab your timeless black handbag for the final touch to your evening out.