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For me, I'd say it depends on the actual medium.
For the Archie comics, I'd have to go with Donny and Raph, but mainly for the storylines involving the the future turtles. The two really balanced each other out. You have the hotheaded, aggressive Raph and the level-headed, cautious Donny.
For the OT series, I'd have to say Leo and Donny or Raph and Mikey. Don't know why, though, just seemed to work, but, if going by the last couple of seasons (Red Sky arc), I would say Leo and Mikey and Donny & Raph. Leo and Mike's faith in humanity never faltered, whereas Donny and Raph's did, so they seemed to be able to relate to each other more.
For the live-action movie (first one, anyway), definitely Donny and Mikey. They were perfect together and got along so well.
For the Mirage comics, I'd have to go with Mikey and Raph and Mikey and Donny. I only say Mikey and Raph first, because of Raph's revelation of how he'd pretty much kill anyone who'd harm Mikey and how he views him as his best friend.
I don't remember much about how they interacted in TNM and I've never seen 2K3 still. So, for this poll, I can't really vote for any pair.
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