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Now, I've not handled many controllers in my time. So the most complicated thing I've beheld and held for actual use is a Logitech Wingman 3D Pro Extreme. Or something along that order. It's a perfectly ordinary flight joystick. It twists, it goes all about, and has several buttons for functions I'd typically have no use for.
Keyboard and Mouse. More buttons than any controller!
EASY

ColecoVision.
The good old Nintendo :)
low rated
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Pangaea666: The good old Nintendo :)
I really doubt four buttons is the most complicated thing you've faced, controllerwise.
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Lifthrasil: Keyboard and Mouse. More buttons than any controller!
I'm going to go ahead and say that really doesn't count.
Post edited August 25, 2019 by Darvond
Don't know about complicated, but the worst controller is probably the N64, it's like the designer apparently forgot that human beings have two hands not three.
Post edited August 25, 2019 by Crosmando
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Lifthrasil: Keyboard and Mouse. More buttons than any controller!
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Darvond: I'm going to go ahead and say that really doesn't count.
Lifthrasil may have been joking, but when you think about it: he's not really wrong.

Do you remember those old games that came with keyboard templates made of carton?
(example: [url=http://www.moodurian.com/tornado/images/TornadoKeyboardTemplateSH.jpg)http://www.moodurian.com/tornado/images/TornadoKeyboardTemplateSH.jpg)[/i[/url]]

Of course - the 'complicated' part came from the game that demanded from you to press several dozen buttons and combinations of buttons - but it still was the keyboard who functioned as the controller, so...

Apart from that...I guess, this baby looks pretty complicated to the uninitiated:
https://i.computer-bild.de/imgs/3/7/1/7/5/9/4/Lenkrad-Thrustmaster-Ferrari-F1-Wheel-Add-on-Knoepfe-745x652-c6da4a95338d2b29.jpg (I haven't used it, mind you)

Now, to return to topic...the most 'complicated' controllers I personally used, were the Thrustmaster T.Flight Hotas x, and the Thrustmaster T.Flight Stick X.
Here you go! :D
A single button controller. Have you tried playing a game with one that requires more buttons...
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Darvond: I'm going to go ahead and say that really doesn't count.
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BreOl72: Lifthrasil may have been joking, but when you think about it: he's not really wrong.

Do you remember those old games that came with keyboard templates made of carton?
(example: [url=http://www.moodurian.com/tornado/images/TornadoKeyboardTemplateSH.jpg)http://www.moodurian.com/tornado/images/TornadoKeyboardTemplateSH.jpg)[/i[/url]]
That lived on in the Steelseries ZBoard.
https://www.hardwaresecrets.com/zboard-keyboard-review/

Plug and play keysets that were customised for individual games

I had one, but never used it. Really unpleasant to type with. Better to memorise key bindings like everyone else.

The most ridiculously complicated controller I've seen is the whole Logitch G Flight Simulation peripherals.
https://www.logitechg.com/en-au/products/flight.html

Everything you want if you want to build your own plane (well other than wings and an engine).

For me, and for most people, the most complicated one would be a controller for the PS3/XB360 or later.

Rather obvious, but if you own anything with more capabilties, it gets hard to find a game to support it.
Post edited August 25, 2019 by Mortius1
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Darvond: Now, I've not handled many controllers in my time. So the most complicated thing I've beheld and held for actual use is a Logitech Wingman 3D Pro Extreme. Or something along that order. It's a perfectly ordinary flight joystick. It twists, it goes all about, and has several buttons for functions I'd typically have no use for.
https://www.logitechg.com/en-roeu/products/gamepads/extreme-3d-pro-joystick.html

That's... a pretty normal flightstick, isn't it? Two buttons on the top + a trigger, a bunch of buttons on the base, a throttle lever on the base, and it twists too.

I have two similar joysticks myself, Microsoft Sidewinder Precision Pro 2 something something, and a newer Thrustmaster T.16000M. They seem to have pretty much the same functionality as that Logitech stick, but cost somewhat more (which I hope also means they are of higher quality and last longer).

I don't know why you consider that "complicated". I consider normal PS/PS4 or XBox360/One gamepad more complicated.

Now, the most complicated gaming controller I've used is the HOTAS flightstick + throttle system I bought back when Falcon 3.0c was a thing. I wanted the experience to be as close to "reality" as possible... but I just found trying to use that HOTAS system too complicated, especially since even though I had my both hands on the stick and throttle, I still had to access the keyboard all the time, making it less useful. So in the end I stopped using that throttle component and just used the stick with the keyboard.

Another controller I bought but didn't use at all was a steering wheel + pedals. I bought for games like Grand Prix Legends and Gran Turismo. The selling point indeed was that you could use it both with PC and Playstation (possibly also PS2) with adapters... but in the end I never used it. It just felt too much work setting it up just to play some damn driving game, meh. And it took too much desk space.
Post edited August 25, 2019 by timppu
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timppu: I have two similar joysticks myself, Microsoft Sidewinder Precision Pro 2 something something, and a newer Thrustmaster T.16000M. They seem to have pretty much the same functionality as that Logitech stick, but cost somewhat more (which I hope also means they are of higher quality and last longer).
Microsoft made long lived joysticks. I still use a Sidewinder Precision 2.

It must be getting close to 21 years old.
N-64. Hands down. I never grew the third hand needed to hold it correctly.
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Mortius1: That lived on in the Steelseries ZBoard.
https://www.hardwaresecrets.com/zboard-keyboard-review/
Plug and play keysets that were customised for individual games
I had one, but never used it.
That last quoted sentence says it all, doesn't it?

I always liked the cardboard templates...they made it easier for you to play the game(s). And they usually were included in the game's retail box. So - no extra money had to be spend on something that was "needed", to play the game.
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paladin181: N-64. Hands down. I never grew the third hand needed to hold it correctly.
Wait wait wait
THAT'S REAL!?

I posted an exaggerated fake, and it looks more feasible than that!