It makes sense that this t-shirt, of Marilyn in a kufiya, would be from a clothing line produced by Iranian designers living in New York City. Check out Nimany’s other stuff, it’s fantastic. Most of it with terrific calligraphy. (The back of this shirt says Marilyn, written in Arabic script.)
I’ve seen nothing to suggest that James Dean had any “Communist” sympathies, but it nonetheless makes some sort of sense that an icon of disaffected youth would be posthumously kufiya-clad.