The formal mathematical definition of a Jordan curve (a non-self-intersecting continuous loop in the plane) is so simple that one is often lead to the unimaginative view that a Jordan curve is nothing more than a circle or an ellipse. In this paper, we continue a discussion of others [1, 2, 9, 11] that a Jordan curve can be quite fantastical both in some bizarre properties such a curve might have (jagged at every point, space filling, etc.) or that such a curve can have a difficult to discover inside and outside as promised by the celebrated Jordan Curve Theorem (JCT). In this paper, we explore the JCT theorem through its history and some hand drawings which not only challenge the viewer’s preconceived notions of interior and exterior or th...