So I’m a big Apple fan but as Apple doesn’t make clothing I tend to shop around for other brands.
One of the features that I consider really handy are when the manufacturer includes storage compartments on garments themselves which allow you to store high tech devices securely. Most manufacturers make models that are compatible with the iPad Pencil, including the second generation. Though some of the women’s-specific models may have compatibility issues.
Depending on the manufacturer they may call this feature by different names but the most commonly used one is a variation of the Angl–French word for “Pouch”, and they call it a “Pocket”. I’m currently wearing a Levi brand denim slack system called “Bluejeans” which contains four of these devices and I have found that the front two are consistently compatible with all of my Apple devices smaller than an iPhone; including the Apple Pencil.
Hope that helps!