That is a great question and I am looking forward to some of the answers to this!
My short answer is not very realistic at all!
There are many people I am sure that have, but way more that "think" they have.
First off lets say you draw one of the very top tags in all the land. Well you will only get the chance to hunt it once. Now say you have a beautiful 4x4 that you can take that goes 195"! Now anyone that would pass that kind of a deer up would have to be I would guess in a group of hunters that would consist of less then 2% of all of us. Now you have a deer that is so impressive it would make anyone's head turn, but he is not 200". Also to have this kind of a goal, you have to know what a 200" deer is and IMHO most people do not. What about a 34" wide monster that has 4" g3's? Well he is a trophy for sure but most likely not going to break that 200" mark without some crazy mass or a good bit of trash.
I am lucky enough to be able to hunt what I would consider top 5 if not 10 areas every year, and have hunted it pretty hard for lets say about 20 years. I have one that goes over that magic mark. If it were my goal to only kill deer over 200" I would think I probably would have a few more, but that is a very tough goal to stick to I would think.
For a quick example I will share last years hunt. We found a deer on the second scouting trip of the year that was going to be the target buck for my son. He was still growing then, but even at that I couldn't see him breaking 190". When he did finish out I really didn't think he would go much at all over 180", but those 2 drop tines on his left side one about 6" the other about 8" were just to cool not to go after him and only him for my son. Well another hunter was able to kill him on Sept. 2 with his bow and now not much more time to scout for the next big boy!
Just a few quick examples of why I think it would pretty tough to put 2 or more on the wall.
HAHA now that being said, I personally know one person that has 2 over 220" and I don't even consider him a very good hunter.
My personal goal is 180" every year or one that will taste yummy!