I have been curious as to when the paintings were made. Were they made in the 50s or like in the 80s or 90s? I really like them.

I have a watercolor painting, it is not a print. The painting depicts James Dean lying in the lap of an ethnic looking woman, with his hand over his forehead, as if he were injured. In the forefront of the painting is a very obscure picture of an individual painting this scene. At the bottom it is signed “James Dean 22.” Just curious if anyone has any idea about this.