Casual clothing is common in Japan outside of Tokyo's business district. Shorts, jeans, and camisoles are perfectly fine to wear as long as you don't plan on attending religious sites.
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Avoid things like tank tops, shorts, and mini-skirts. Opting for more conservative clothing is always a safe bet even if you don't plan to visit temples or shrines. It's also generally frowned upon for women to show cleavage. Clothing with offensive messages or designs.
Yes, you can wear leggings in Japan. Leggings are a common fashion item in Japan, especially during the colder months. They are comfortable to wear and can be paired with various outfits.
Try to be mindful of the type of shoes you're wearing, as certain shoes, such as sandals, might not be allowed in some indoor spaces. If you're given slippers at the entrance to a building remember to wear them inside only! We know they're comfy but these aren't meant for sightseeing or as a souvenir!
Putting on a pair of shorts to wear on a flight to a hot country might seem like a good idea to most people. But according to an experienced flight attendant, wearing shorts on a plane is dirty and must be avoided at all costs.