My guess (and hope) is that we're still a world away from machines being capable of original thought, calculated creativity (rather than random), and observational humour all in the same package, working with each other to produce something like the cartoon I posted.
My iPhone cracks jokes when you ask Siri daft questions, but soon repeats those jokes when it runs out of new ones. You can programme machines to draw beautifully, and copy Old Masters to near perfection, but not to have the idea for the images in the first place. If you sat for a dozen different caricaturists, you would get a dozen different caricatures. Yes, they will hopefully all look like you, but each caricaturist will pick on different features to play with, and exaggerate or underplay to different levels. All may have been taught (programmed) in very similar fashion, but no two caricatures will be the same, and each will have a different style. Within that, if I was to draw the same person a dozen times, you would still get a dozen very different caricatures, as I'd get bored using the same style and draw each one differently.
You may one day be able to programme a robot to draw a basic caricature of a face, but incorporating style, variety, emotion, and even boredom into all of that, I think, is a very long way off. I hope so anyway.
