How Two Weeks in Tokyo Helped Me Rediscover My Personal Style

Back in April, I landed in Japan at 3 a.m. after a long flight from New York—and awoke three hours later to begin my first (jetlagged) day in Tokyo. Thankfully, more than any other destination, Tokyo has always had the remarkable ability to reinvigorate me—and just as importantly, how I get dressed. It’s a city of contradictions, with subway supermalls only a few steps away from a serene neighborhood shrine, or charming streets with local ramen and third-floor monjayaki spots located across from a seven-floor TGI Fridays. Which instead of confusing me, makes complete sense—contradictions and contrasts have always been the bedrock of my approach to style.

Recontextualizing an item in an unexpected way was how I originally found my place within the fashion industry. A pair of track pants with a ruffled feminine top, an anorak with a soft chiffon skirt, pastels with a hint of neon. It’s a delicate balancing act that I felt I’d lost over the past few years in New York City. I had started to question if I was overcomplicating the items in my closet—even pieces I loved—after spending too much time on social media.

So, I started planning this trip. There are some vacations that are meant for relaxing (by the beach, cocktail in hand) and other vacations that are meant for challenging yourself. Historically, Tokyo has pushed me out of my comfort zone—but I’ve always come home feeling reinvigorated creatively.

Photo: Courtesy of Michelle Li

Image may contain City Road Street Urban Clothing Pants Coat Jacket Person Walking Path Face and Head

Photo: Courtesy of Michelle Li

This would be my third trip to Japan. The last time I visited was in 2019: I was a fashion assistant at a magazine, my hair was pink, and in all honesty, I still didn’t have my personal style quite figured out. I packed my usual everyday items: a puffer coat, some easy comfortable pants, a few sweatshirts, and a pair of Skechers. But after returning home, I felt a sartorial shift after observing how authentically everyone dressed for themselves in Tokyo, Kyoto, and Osaka. People dressed in outfits that felt truly lived in. Thoughtfully tailored to be worn for a lifetime. Making a convincing case for putting care into the clothing you already own. I remember clearly thinking: This is how you translate those fashion editorials into your real, everyday life.

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