Despite being a triple earth sign and a type A person to my core, packing isn't my strong suit. I usually leave it up until the last minute, frantically shoving things in my suitcase the morning of my flight. So, naturally, for my most anticipated trip of the year, things were no different: I was barely able to shut the suitcase I was taking with me to Tokyo, Japan.
To nearly all of my friends, family, and random internet strangers who watch my Instagram stories, my identity is heavily tied to the Japanese capital after living there post-grad. So, it's only fitting that for days leading up to my trip to Tokyo and Kyoto, my group chats were buzzing with one singular question that practically haunted my waking hour: "Ana, what were you going to wear?"
My go-to wardrobe often consists of simple basics (white shirts, oversize blazers, basic denim, etc.), relying on my accessories to steal the show. Eclectic jewelry, printed handbags, and of-the-moment footwear were all key items I knew I could rely on time and time again, regardless of how cold the forecast was suggesting I'd be. I quickly made a Pinterest board to document any and all NYC inspiration I wanted to take with me during my trip: leather jackets, ballet flats, and slouchy trousers all made the final cut.
Although my luggage clocked in at 4 pounds overweight (it happens to the best of us!), it was well worth it. Browse everything I wore while on holiday in Japan. Don't be surprised if you see every It girl packing their bags to head (far) out East soon.
Even though I'm not a native New Yorker by any means, my affinity for black definitely comes from living in Manhattan. Thankfully, it's a classic look that isn't bound to any specific location. For my first day out in Tokyo (one of the hottest days of my trip), I decided on a simple all-black look, choosing to emphasize this golden embroidered bolero jacket while on my way to brunch with friends.
Although this look is a more understated one, it was one of my favorites on the trip. I get lost while walking in Asakusa, making this no-frills 'fit perfect for exploring without too many bulky layers. Throughout most of the trip, I kept taking my North Face Nupste puffer on and off (so much so that I took it in during the trip to the patch I hole I made in it).
There isn't a better place to shop in Tokyo than in the alleyways between Shibuya and Harajuku—both style meccas known for their eclectic crowds and out-of-the-box boutiques. If you're looking to shop designer vintage or secondhand, you'll be in heaven. During my trip, I picked up a Takashi Murakami x Louis Vuitton Nano Speedy from TikTok-famous Amore Vintage at half of the price of what they go for in the United States. TBH, I'm still floored at how incredible the find was.
Hiking? In leather pants? More likely than you'd think. I can't say enough about how comfortable the Good American Good Icon leather pants. The Kardashian-owned brand was one of the first to offer a true, inclusive size range in the style and I've been hooked ever since I got my first pair. You can't go wrong with a good winter white.
A two-piece skirt set holds the key to my heart. Not only is it extremely practical while traveling (hello, Virgo moon!), but most of them fit squarely into one of my favorite trends of 2022: the pretty things aesthetic. Although this red-and-blue plaid set has been in my closet for years after thrifting it in college, any patterned blazer and skirt set will do.
Not many things come close to the bliss I feel when lounging around Shiba Park on a warm day. When I used to live in Tokyo, it was my secret spot to people (and dog) watch with a book in hand. During my latest trip, I made the trek downtown while bundled up to spend my last afternoon in the city there. Trust me—it was worth the steps to get to the top.
Next, read what another fashion editor wore on her trip to Europe.
Before joining Who What Wear, Ana was Glamour magazine's editorial assistant, where she focused on daily news and special packages, including leading the brand's 2022 Met Gala coverage. For more than half a decade, she has covered style, beauty, and digital culture for publications such as Paper magazine, Harper's Bazaar, Vogue Japan, and Allure, among others. Ana has been called a rising star in media by publications such as Nylon and Teen Vogue. (Her mother, meanwhile, calls her "the coolest person" she knows.)
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