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For me it is this order:

- Gamecube
- SNES
- Wii U Gamepad
- Xbox 360
- Xbox One (however, mainly because this is just a very small evolution from the 360 controller)
- NES
- N64

Wiimotes are alright but a bit uncomfortable after a while. The Sega Mega Drive controller is alright but the buttons click sounds are too loud. The PS4 controller is alright but it sucks that it runs empty very quickly. The Switch JoyCons are alright but a bit too tiny (although I can understand why they have to be designed the way they are). I hate the controllers from the PS1-3, they make my hands hurt after a while. The worst controller of all times is the orgnal Duke from the first Xbox. That thing is just an uncomfortable mess.

Whatever I haven't mentioned yet is because I have not touched it, like the Sega Saturn or Dreamcast controllers.