I still have at least one of the original, HUGE Duke wired controllers, and at least one of the "S" controllers that were originally designed for the Japan market but later got sold everywhere. But one thing I've really gotten spoiled on is wireless controllers.
I'm not even dealing with my old Xbox just yet (purchased new, hasn't been used in over 15 years, never modded) but that day is coming. This year's winter project maybe.
I know the RetroFighters controller for N64 is well liked - maybe eclipsed now by the 8bitdo but still, good reviews and etc.