Hard to say really. But I think Orochimaru would win. Both Sasori and Orochimaru have dead kages on their list of victims, but Orochimaru had no arms when he was fighting Tsunade and Jiraiya, and he was still owning both of them for much of the fight. His badass status is set in stone. On the other hand, Sasori lost to a baby and a granny.
"You are not free whose liberty is won by the rigour of other, more righteous souls. Your are merely protected. Your freedom is parasitic, you suck the honourable man dry and offer nothing in return. You who have enjoyed freedom, who have done nothing to earn it, your time has come. This time you will stand alone and fight for yourselves. Now you will pay for your freedom in the currency of honest toil and human blood."
- Inquisitor Czevak
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