Remember an old Valvoline poster I saw hanging in a shop I used to frequent when oil in cans was disappearing. Had a picture of a busty woman wearing a white T-shirt with a black oily hand print on each breast with the words:" Real men don't change oil from plastic bottles". No amount of searching has turned up that old poster again unfortunately.
The old oil cans were a PITA IMO, could be messy if you weren't exactly right plunging the metal spout into the top, and if you only used half of a quart, there was no way to seal the can and save the remaining oil.