I've driven the Outerbridge Crossing probably hundreds of times. That one is blowing my mind.
Another NYC one: A lot of people think "major" in The Major Deegan Expressway means it is a significant expressway, but actually the expressway is named after (Army) Major William Deegan
Austin also has named highways (Mopac, Capital of Texas, Research), except I-35, which I was once told was because "it was the only one not created locally."
The outer-most bridge!
The fact that it is named after the first PANYNJ president (Mr. Outerbridge) is amazing.
It’s like discovering that “Last Gas Station for 40 miles” is owned by Mr. Laststationfortymiles.