The Enneagram personality types are just concepts detached from reality if only written or verbal descriptions of the types are known. It's not until you see and hear the types in action that you bring the types to life.
Reading or listening to descriptions of the Enneagram types often gives you only an outside look at the types. From the outside you can get a general idea of what the type will look like and hints of what might be going on inside. It's not until you hear someone living the type describe the internal experience that you truly begin to understand the type. The difficulty with this approach has to do with the person describing that experience being correctly typed and knowing what part of the experience has to do with type and what part doesn't.
Knowing the dominant Enneagram type of someone famous not only offers some insight into that person but also offers an example of that type from which you can learn. You can do this by following the lives of famous people, watching and listening to interviews where they share themselves, reading their autobiographies, analyzing their creative works, etc.
Fictional characters generally don't exhibit a consistent Enneagram type because they're often created by people of more than one type and those people are usually different types than the character (e.g., the writers, the director, the actors, etc.). While on occasion everything lines up where the people involved are of the same type as the character, in general, the best approach to using fictional characters to understand type is to look at specific scenes in a story or production where type is illustrated rather than simply generalize that a character is this type or that type.
It is very difficult to find songs that express one particular type because of what goes into making a song. The music itself is widely open to interpretation in terms of type. The lyrics are often written to make money or some other purpose not reflective of type. The person singing the song is often a different type than the person who wrote it. The song writing may be a collaborative effort between multiple types. The meaning of the song is easily misinterpreted or reinterpreted by the listener. It helps to define what in particular about a song seems reflective of a given type.