Transform tool not scaling in relation to anchor point?

I'm having some trouble with my transform tool and I'm not quite sure why. I'm working on some homework for a basic perspective class, and we're learning how to use the transform tool to scale a character forwards or backward in space. Our instructor showed us this by moving the transform tool's anchor point over to the vanishing point in a scene and scaling the character up or down in relation to the anchor point. 

I move my anchor point over to the vanishing point like we were shown, but the image won't scale in relation to it and seems to instead scale independently. I've attached an image below for reference as well.  

Any help or advice is greatly appreciated!