I'm going to have to say the N64 one tied to OG Xbox.

N64 controller without a doubt. The one who came up with that design was smoking some weird things for sure..
Also lets not forget the Jaguar 64 controller, just plain awful.. like the console itself.

the first xbox's fat controller. Frikken could play twister on that thing.

Wii Classic controller ( without handles)

You mean this?

Wiimote/Nunchuck. When ever I'm playing with a friend I also ask if they have a different controller I can use.

Would definitly be a Nintendo one

N64, Gamecube, even Wii when used as a controller

I actually liked the original Xbox controller, though preferred the new model

Wii classic original. I got the grips eventually but damn that thing was awkward at first and my hands couldn't get far back enough

360 controller, just doesn't feel right for me..

Not the worse controller, but I always seem to get a blister on my thumb quite quickly from using the PS2 D-Pad while playing Street Fighter.