I'm still stuck on the guy looking nothing at all like a younger Bruce.
Rian Johnson Looper WonderCon on Vimeo
The director talked about that exact same thing in the above video. Skip to four minutes and watch for one minute.
Here is
another interview addressing the same issue.
"Since the role was written for Joe, how did you decide that Bruce Willis would be the right actor to play the older version of the character?
JOHNSON: I had already written it for Joe, and then we cast Bruce in it, and then we dealt with, “Okay, how do we figure this out?” As our ingenious make-up designer pointed out, they actually look very dissimilar. They don’t look alike, at all. So, our approach was to pick a couple key features and alter those. When Joe showed up on set and started shooting, I was still very, very nervous ‘cause we had committed to this extreme make-up and it’s not like we had totally transformed him, so that he looked like Bruce in Moonlighting, or something. It was a hybrid. But, when Joe kicked in the performance, I knew that was going to take it a long way. It was amazing how much of a transformation there was, once Joe started doing the voice. The other thrilling thing about it, for me, was that it wasn’t imitation.
He created a character, but it was a character that could be a young Bruce Willis. It was an amazing high-wire act that Joe was pulling off, every day. For me, it was just really fun to watch. "
http://www.mtv.com/news/articles/1683066/looper-trailer-watch-director-commentary.jhtml
"I really can't wait for people to actually see Joe's performance in the movie with the makeup, because if you see a picture of him ... obviously it's not like he looks exactly like Bruce Willis, but once his performance plays out in the context of the film, it really works."