When wearing a skirt and top my initial instinct is to keep the top tucked in. However, lately I've been loving the more boxy look of leaving the top untucked and layering it over a skirt. As a petite person I'm usually told to keep everything fitted and tailored so I'm not drowning in fabric, but breaking this rule a bit to change things up feels really fresh and fun.
The petite style princess Olivia Palermo has this look down pat. I am seriously beyond obsessed with her style and have blogged about her multiple times. She always manages to look completely perfect no matter the occasion. Here's some inspiration of OP and a few other ladies rocking this unique style-