[TARNATION !!!]

Can anyone correctly identify the two vehicles in these pics. Not a contest. I don't know the answer. I am going to an auction in September that has plenty of this vintage on the block. Most are projects for the not faint of heart. But, if I found either one of these makes/years, I would likely get myself into that bottomless money pit of old iron that you can't shoot just because of family history. The young boy has passed a few years back at almost 93. His sister, the baby in the pic, is still going. I think she will make it close to 100. Going strong and independent at 92 in her own home. Anyway, anybody know the vehicles?? Cheers, Jack