This is one of the most fascinating Rockwell’s in my opinion.
http://www.art.com/products/p9388040780-sa-i5446833/norman-rockwell-road-block-july-9-1949.htm
Look at the girl with the blue bicycle. Sunglasses, short hair, a hat almost like a modern baseball cap, shorts, sneakers, and a backpack. When I first saw that, I was stunned as it looks like the girl is from the 1990s or later.
That’s what I think about the Girl With a Pearl Earring. It’s from the 1600s, but she looks like a 21st century girl. It’s a little startling when you look at how different from us people in paintings from that era usually look.