Pro Controller IMO smears the 360 pad. It's a little wider but the button placement oddly feels more natural than the 360 placement.
As for AC. I only loved II. I got ACIV new for 20$ and be my first since II. I avoided 3 after my friend wen ton about Natives and Connor not a good representation. ACIV being a pirate game why I got it. I never gave a crap abut the modern story it was Ezio that was amazing to me.
Retro has the Midas touch. They have yet to do a bad game. Everything they do is great. I was not a huge fan of MP2 Echoes but was still good. DK might be shorter than ACIV. AC game can be dragged out a while if you want. DK will no doubt be the most polished game. Ubi games esp AC games are known for many glitches. So there is that. ACIV no DLC. DK no DLC yet but who knows like Pikmin and Sonic may get some free or cheap DLC later and Nintendo has been fantastic with the DLC they put out so far.