Wonderful 101 has some segments where you're using both screens together. For example one of them has you navigating a ship by jumping on giant buttons on the bottom screen. The top screen shows the outside of the ship. Hard to explain a bit, but it's a cool concept. Without the Gamepad, they do the same thing with picture in picture which felt awkward to me.
In Wonderful 101 you can also use touch screen controls for drawing shapes. Some people find that more comfortable, and some people like the second stick better.
For Wind Waker, I found switching items easier with the Gamepad, and I really enjoyed having my sea chart out at all times. I also used off screen play a lot, particularly for sailing before you can warp or use the swift sail.
So, personally, I think the Gamepad does make the experience a bit better. Both games are perfectly playable without it, but I'd suggest spending a bit of time with the Gamepad and seeing if it grows on you. Naturally the Pro Controller is going to be more comfortable at first because it's modeled after a 360 controller which you're more familiar with.
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