The side with the taper is the side you put the wire in, you draw from the other side. Generally one would call the side that is facing you when you pull the front and the side the wire goes in the back. In the case of your drawplate, the sizes are printed on the back, perhaps because the manufacturer thought the plate you have would be used mostly in a drawbench. Then the plate would be edge-on to you, and having the sizes on the entry side would be easy to see.
Most drawplates have the hole size, or number, printed on the front.
Also, this should be a new topic.