If you look at cars of any era, they all end up looking pretty much the same. The people who get all weepy with nostalgia when they see an isolated, lovingly-restored 1950s car on the road forget that when that car was new, the roads were teeming with cars that differed from that one only in minor details. There were probably people in the 50s who longed for the boxy cars of the 20s because for the same reasons.
Yeah, they were called Hot Rodders.
No, they did not look alike. In 1955, there were still plenty of jalopies around and 1955 was a break in styling. A Ford didn’t look like a Buick. Today’s American cars have to meet such stringent requirements, anything other than cookie-cutter probably fails at something. When the new models came out yearly, it was an eventful time. Now, nothing.