If you are gonna play dress up, dress in vintage clothing.
When I was little, most of my girl friends loved playing dress up. This activity typically consisted of trying on hideous princess dresses made of endless layers of sparkly, itchy toul. It was pretty much like the child version of wearing a bridesmaid dress. Even at five years old I felt like a real asshole playing dress up because I was usually like “Um yeah, I’m pretty sure I saw this ugly getup on your life-size Barbie over there a couple minutes ago. And I am not really cool with wearing fashions by Mattel® who makes miniature hooker gear for plastic dolls with convex armpits and blonde wig shine.” This kind of reaction did not go over well with the other young girls in the neighborhood and typically resulted in a phone call home by my friend’s mother complaining (as I imaged sounded something like) “Hillary refuses to dress up as a mini-hooker princess. You need to come pick her up.”
Well, my mom picked up on my lack of enthusiasm for dress up and took matters into her own hands. She went to the best antique store in the city and bought vintage lucite kitten-heal shoes, elbow length gloves, hats, scarves and costume jewelry for me to play dress up in. And thus began my life-long love affair with all that is vintage. And the only time I ever dressed up like a mini-hooker princess was during college on Halloween…