Set Bottom layer as working layer;
On each of 1, 2, 3, 4 and 5: 
Press W to start new track;
Click on blue track anywhere it 
crosses the top layer pad and then 
pull a track out to the left or 
the right. 

Note the behaviour at location 5.

Also: the same behaviour is demonstrated when working in bottom layer with pretty much any blue bottom layer track crossing a red top layer pad in the PCB in the user's public project: 

https://oshwlab.com/jthompson8/jdnd-pcb-1b-atmega328p-development-board_copy_copy_copy_copy_copy_copy_copy_copy_copy_copy_copy_copy_copy_copy_copy_copy_copy_copy_copy_copy_copy

(PCB: https://easyeda.com/editor#id=f2ef894260334c8fb97a1104c70c10a3)