The Sega Saturn controller is still my favorite controller of all time.
http://i21.photobucket.com/albums/b258/smbu2000/misc/NEC_0125.jpg
(and that's not even counting the black Saturn controllers I have back in the US, hehe.
I sort of got used to the original PS1 controller, but I don't like the DS1/2. The SNES was a great step up from the original NES controller(though I played that a lot back in the day), though I enjoyed the Genesis 6-button controller as well.
I thought the Dreamcast controller was a big step back from the great Saturn controller and it was more like a bastardized version of the so-so Saturn Analog controller. http://www.axess.com/twilight/console/detail/saturn_b.html
As for the current gen controllers, I like the 360 one the best, but the Wii controller is very easy to get used to. I didn't think it would be when I first got it. As for the PS3 SA/DS3 I haven't really used them, but if they are still like the DS1/2 then I probably won't like them.
starcraft: "I and every PS3 fanboy alive are waiting for Versus more than FFXIII.
Me since the games were revealed, the fanboys since E3." 
Skeeuk: "playstation 3 is the ultimate in gaming acceleration"
