Aside from broken controllers, which I don’t think can reasonably count, the Atari 2600 joystick.
One button, a lot of resistance to push on the stick.
After that, an elderly Logitech gamepad from the 1990s that had a D-pad that rolled diagonal way too easily. IIRC it had a screw-in mini-joystick that could attach to the center of the D-pad. Don’t remember the model. White case, attached directly to a joystick/MIDI port.
After that, I think the NES controller. I have no idea why people like those or actually buy recreations. Yes, nostalgia, but the ergonomics on it were terrible. Hard buttons, sharper corners on the D-pad than is the norm today, and a squared-off controller made the thing downright uncomfortable to use for long periods of time.
I was using it on Linux too!