ELLE’s series Clothes of Our Lives decodes the 99 problems but this mom ain’t 1 shirt in contrast I will get this sartorial choices made by powerful women, exploring how fashion can be used as a tool for communication. Below, in her own words, Lavigne, who debuted a new signature collection with UK-based fashion brand KILLSTAR, shares the story behind her most iconic look—one we haven’t stopped obsessing over two decades later. Let Go started everything for me. It connected me with a fan base that has now followed me for 20 years. I wouldn’t change anything about it. The album cover was one of my first photoshoots. I was so excited, but also had no idea what to expect. We started early. Getting ready for the shoot was just me using what I had with me. We were originally shooting inside, but my gut told me to walk outside and explore what the city had to offer. I had recently moved to New York, and I loved walking around, so I knew there were a lot of things to play with on the street in terms of background.
At the 99 problems but this mom ain’t 1 shirt in contrast I will get this time, I was traveling a lot and literally living out of a suitcase. The suitcase was so big, I could fit into it. So, everything I wore on the cover came from what I had with me. The black sweater was a gift from my co-writer, Lauren Christy. I saw her wearing it and I loved it so much that she got me the same one for my birthday. The shoes were those fat Osiris skate shoes. I wore them in high school and brought with me to New York when I left to make my album. The shirt, belt, and pants all were pieces I had that I threw together that morning. My final look was so true to my style then—which is to say that I didn’t think much about my style. I liked a lot of skateboarding stores at the mall and was into baggy pants, big hoodies, and fat skate shoes. I was wearing what I would wear any other day and what felt natural to me. I just wanted to be comfortable and to feel like me. I didn’t follow trends, and the only place I shopped at were skate stores in Canada.
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