First double stacks?

Your first pic would be no. However APL’s orignal liner trains started in 1979 using 89’ flats typically with 2x 40’ containers.

Your second posted pic is a container riding on its chassis TOFC style.

The genesis of APL stack service launched in March of 1984. The first lane was Los Angeles-Chicago via Union Pacific/CNW the trains ended there. Conrail which was the eastern interchange partner could only single stack east of Chicago due to clearance issues on the Chemical Coast in Kearny, NJ. Once Conrail finished up some clearance projects direct interchange took place.