We had been planning this date for a while and I was excited to wear my Saturday night best—a black dress, heels and sassy rose gold earrings I has been reserving for a special occasion. The hostess promptly checked my coat, allowing me to show off my new outfit. To my dismay, I felt completely out of place. The ambiance of the eatery was perfectly polished, equipped with sparkling chandeliers and sleek furniture; however, the jeans and t-shirts worn by other diners made me feel like I was in elementary school and showed up to recess dressed for school picture day.
The man standing next to us waiting for his table wore a sideways Red Sox baseball cap —à la Justin Bieber—with a bright red hooded sweatshirt to match. Now I’m a huge Sox fan myself, but c’mon man, Spring Training has barely started!
As I sipped my glass of Malbec, I wondered, “Is our generation carefree and comfortable, or are we just sloppy?” I began thinking about my great-grandmother who never left the house without lipstick. Before she passed away a few months ago, my Nana refused to wear the hospital gown she was given while recovering from surgery. She made my mother put on her silk pajamas instead. Even at 100 years old, she wanted to look her best.
At my great-grandmother’s wake, I stumbled across an old photograph of her and her husband enjoying a few beers with their best friends. Although the picture seems to be taken at a local bar, everyone in photograph looks polished—the guys are wearing ties and women all have their hair done up.
Even though my Nana wasn’t raised with a lot of money—having lived through the Great Depression—the snapshot of her crew is classy and symbolizes the mindset of her generation. Had this photo been snapped today, we would have seen a whole lot of baseball caps and leggings (filtered with an Instagram setting, naturally).