Why Cyndi Lauper Looks an Awful Lot Like Macy Gray

As a teenager, I was a huge Cyndi Lauper fan. I loved her music, wanted to look like her, and for a year or so in high school, modelled my wardrobe after the outfits from the videos for her album She’s so Unusual.

By the late 80s though, I had moved on to other types of music and didn’t keep up on everything Cyndi. One night in the summer of ’88, when I was living in Kensington Market, we came home fairly late to find that the streets were blocked off for a film set. This was the summer of that bad vampire detective show Forever Night, which seemed to be filming everywhere in Toronto at the time, so we assumed that’s what it was, and went a few blocks out of our way to get home.

In the middle of the night we woke up to the same Cyndi Lauper song playing over and over again. It was a song I didn’t recognize but as it was a hot night my roommate Amanda and I left the door to our little attic balcony open to catch a breeze. Restlessly we fell asleep to the sound of Cyndi singing. The next morning, the whole market was abuzz about the Cyndi Lauper video shoot that had taken place the night before. Yep, Cyndi Lauper has been right there, on my street, and I had missed her.

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