I'd favor Mihawk against either of them individually, especially Kaido who is hard countered by swordmen since Mihawk is the strongest out of that group.
Together they should win with few problems at most.
Nothing stops Obito from entering Itachi's susano and take him out, especially if it's living Itachi who won't be in a good shape when manifesting susano so his reactions will be hindered as well. Izanagi is also a thing.
However if it's Edo Itachi, I can see him winning by feinting Obito into a...
It doesnt matter, all she needed is a perfume femur to the head and he is done for
1589326929
It doesnt matter, all she needed is a perfume femur to the head and he is done for
1589326930
It doesnt matter, all she needed is a perfume femur to the head and he is done for
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