Figure 1. The castor point is the intersection of the pivot axis with the floor.
Figure 2. For travel to the right we have three situations: (a) No castor action. (b) Correct castor action as the castor point is ahead of the point of contact of the wheel. (c) Reverse castor action which will be problematic in service.
What matters is where the axis of steering hits the road. For castor action that needs to be ahead of the point of contact between the wheel and the road.