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The Cutlass would have to be it, seeing as it's the first, not reliant on ammo of any sort, most possessed, etc. The Dagger supports it with its choice of passivess, which is in turn supported by the Pistol with its passives. The Doll and Staff have the ability to help out each other in turn. The Grenade and Cannon each have some skills that benefit the other. The Sails have nothing to do with any of your weapons in terms of benefitting them, though they can influence the cannons of others.
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