In high school, I always imagined my summer days would be filled with spontaneous road trips, beach adventures and late night shenanigans. Though I had my fair share of fun in the sun, I usually ended up sleeping in late to pay back the sleep debt I accumulated throughout the year. I typically woke up around noon only to discover a long list of errands my mom left on the counter before dashing out the door to work, pick up prescriptions, go grocery shopping for dinner, take my little brother to summer camp or go to the post office.

Running errands in New York City is a completely different experience than I’m accustomed to. Rather than hopping in the car to drive to the grocery store, most people here either walk or take the subway to get to where they need to go. This means that dressing practically and comfortably before a day filled with errands is a must, and that’s where this Fashionista comes into the picture.

I spotted her on the streets of Manhattan sporting this relaxed and fashionable outfit. Despite the simplicity of her outfit, she stood out among the crowd of boldly printed dresses and skirts. If you don’t have a classic black shift dress like hers in your closet by now, I’m afraid you’re doing summer wrong. The epitome of comfort, shift dresses are the perfect summer must-have because you can dress them up or down depending on the occasion. The breezy nature of these dresses makes them ideal for days spent running errands (and obviously indulging in some shopping) on the sweaty streets of New York. I love how she paired hers with ankle strap flats for a polished and ladylike touch. By adding a matching hat and reflective sunglasses, she effectively combatted the intense summer sun in a chic way.

One Simple Change: Looking for a way to adapt this look for date night? Lose the hat, add a fun necklace for some personality and swipe on some flirty deep red lipstick for that wow factor.