I think that’s the difference between fashionable and stylish. There are a lot of fashionable people, and it’s relatively easy to become one. You need to have some aesthetic sense, but 90% of that can be outsourced if you have the money. You simply buy entire outfits from high fashion companies, and make sure they fit you well enough to look good. Do that often enough that your clothes are always up to date, and you’re fashionable.

Stylish, though, is much harder to attain. A truly stylish person can look incredible in clothes they bought at the Goodwill, because they have an aesthetic sense potent enough to create visually pleasing combinations that are actually novel. A good example of someone like this is Tavi Gevinson. If you’re not familiar, she started a fashion blog called The Fashion Rookie at age 11, and she caught the attention of the fashion world by styling inexpensive clothing in novel and interesting ways.