I know about Prine- my dad's a big fan. I appreciate his songwriting talent but don't really enjoy his music.
You could have put a female actor if you wanted to, homie. I'm from San Francisco- we don't believe in gender. I mean, I didn't do "male and female singer" either. And Gomez put Cameron Diaz (was expecting Olivia Newton John but whatever). But since you asked, my favorite actress is Ingrid Bergman. And my favorite female singer is Billie Holiday.
If we're talking comic books, Bagge is at the top of my list too, along with Robert Crumb and Sam Keith. In fact, all the comic books I currently read are by those 3 guys with the exception of the awesome epic nonfiction "Big Book of" series. I'm not much of a comic book guy but I did grow up on old school Marvel (my favorites were Spiderman, Daredevil, the original X-Men and titles like "Where Creatures Roam" and "Where Monsters Dwell") and EC Comics and then graduated to stuff like "The Maxx", "Scud: The Disposable Assassin" and "Johnny The Homicidal Maniac" but I haven't read any of that stuff since I was a kid (might be time to revisit it, especially after partaking of The Dope).