Ok, I cut down on the number of clones for testing and I still can't get it to work.

My macro is:
/stopmacro [nomod]
/target [mod:ctrl,mod:shift,nomod:alt,target=ToonA][mod:ctrl,mod:alt,nomod:shift,target=ToonB]
/f
/targetlasttarget

That is bound to "1" on my keyboard.

My keymaps are
ToonA
1/tt1
LCTRL+LALT+1/tt2

ToonB
LCTRL+LSHIFT+1/tt1
1/tt2

I am honestly starting to feel retarded here, lol.