Simple what is some of the worst controllers you have used for a console. Remember it's all subjective.
For me.
SEGA Master System. It looks like a NES controller but much smaller and as an adult makes it near impossible to use. Thankfully most my games work with a Genesis controller.
PlayStation 1-3 controllers just suck unless you have childs hands to me. Cramped and small. (DS4 is great tho)
On the opposite end. The Duke OG Xbox. Unless you're Andre The Giant this thing feels like using half a bowling ball as a controller. S controller to me was the best controller that gen.
Nintendo Gamecube. I know most would put N64 but again Gamecube just feels like it's made for someone with very small hands and while it's not all that uncomfortable...it feels wierd.
Atari Jaguar...it's the duke only worse somehow.
SEGA Activator. It's liek Kinect but early 90s version. If you think Kinect is unresponsive..try this thing. NES U-Force is better. SEGA got motion down with the Dreamcast Fishing wand at least and you can player Soul Calibur with it! TAKE THAT Wii!
Lastly. Now I think the Wii works on many levels so I don't hate the overall scheme with Wii. I do hate holding a Wii remote on it's side. Feels like a longer SMS controller.