4. The Amal Alamuddin Whether paired with a pencil skirt or wide-leg pants, the black blazer is no stranger to the office. To jazz up a classic workplace look, play with print and experiment with layers. Combine a jean button-up, a polka dot skirt, and pink pumps for a quirky-cute outfit that's still professional. Roll up the sleeves of your chambray over the blazer for an element of playfulness! Blazer, J. Crew | Skirt, Loft | Jean Shirt, J. Crew | Bag, Michael Kors