As said above the likelyhood of it surviving longer than a lot of people do with no issues and staying on the road is unlikely,after all looking at the prices of classics now youd be mad not too keep it mint therefore not using it on the road often anyway.
Could be a few loopholes though,minis and landrovers spring to mind as the earliest minis were 1959 and landys earlier so you could theoretically have a rotten 1980's mini/landy,unscrew the vin (oh yes,that's how they were fitted),shove 1960 tags on and off you go.
Although what are the chances of obtaining pre 1960 tags?
Brain starts working.
Pre 1960 ford Cossie sounds fun!!!!