The xbox controller is like a morbidly obese version of the Dreamcast controller. If any xbox controller is fitting your hands perfectly, than you've got some meaty paws.
Best:
1. Gamecube - This is the most comfortable controller I've ever held. ESPECIALLY the Wavebird. Wireless, bitches.
2. Super Nintendo - The PS controller is just a rip-off of this, I don't care how many people try to tell me otherwise
3. Dreamcast - There are some things I hate about it (I, personally, don't like the cord coming out of the bottem), but some things I fucking love about it (triggers, holds two VMU cards, etc.)
Worst:
1. Nintendo 64 - It wasn't all that bad a layout or anything, but they lasted about 6 hours a piece. I went though so many N64 controllers that just "stopped working." And they weren't cheap either. Fucking Nintendo.
2. Playstation - This is just a blatant SNES controller ripoff, and I hate those fucking grips on it that make it look like a retarded bird.
I can't think of a third so bite me