First, they have a positive reinforcement: Mac is "hip", so you'll look cool by using their products (the fact that everybody and their mother owns one or ten doesn't seem to diminish this perception), and also a negative reinforcement because everybody knows "Apple makes easy-to-use products" so if you don't learn to use them quickly you'll look bad.
I'm sure Linux and *BSD have earned more followers by looking different or difficult than by trying to be "easy" (whatever that word means). But that's a discussion for another day...