To me this is by far the weirdest controller I have seen in my life. This controller you see below is one of the cdi controllers. The cdi is a gaming system if you didn't know that.

 

I looks like a tv remote for crying out loud.

... I never looked up what the CDi's controller was like... I think I want to change my answer to that.

but it says TV/CH on it

The N64 one.  In terms of comfort and actually reaching all the buttons unless you had giant man hands it was impossible. you could could hold one side and the middle and reach half the buttons and the stick but miss the back buttons, or either side and can't reach the stick.  

The N64 one.  In terms of comfort and actually reaching all the buttons unless you had giant man hands it was impossible. you could could hold one side and the middle and reach half the buttons and the stick but miss the back buttons, or either side and can't reach the stick.  

People call that controller the bird foot controller because it looked like a bird's foot.

The one for the Atari Jaguar.

Here's another cdi remote that looked weird to me:

The weirdest controller that I ever tried was the original Xbox controller.

out of the ones ive used, probably the n64. out of all the ones ive seen, probably the second cdi controller you showed.

In terms of what I've played with, I agree with Roxas Illini, the Xbox controller seemed confusing to me, trying to figure out the contols when I learned Playstation's instantly, the joysticks seem the weirdest though because of how they are positioned

The N64 was actually fun for Pokémon games. Didn't bother it much. Only Mario 64 was worse yeh.