When I worked for the department of the interior we had several drums and hand pumps kinda like the above pic, but just hand pumps. We had to use a front loader to load and unload them from our truck. I remember we kept thinking people were stealing fuel from us, we were like "it's empty already, somebody's gotta be stealing fuel" then we'd do some math and figure that's about right.
Before I'd get into jury rigging a propane tank, I'd just go buy a barrel from a petroleum company. I think they have some kind of coating inside to prevent rust. Ask them with ones are good for gasoline. Around here they sell barrels for like $15. The barrel is actually made for this and the pump is made to screw into the barrel bung.
55 gallons is only about 10 5 or 6 gallon cans. Ask your self if you really need a big heavy barrel that you can't move easily. Ethanol (E10) only has a 30 day shelf life, unless you can get non ethanol in your AO?
Personally I choose to use cans. It allows me to fill up a few at a time as I use them and keep track of a rotation to keep it fresh. I buy non-ethanol and always put sta-bil storage in every can before filling them.
Whatever you go with, don't plan on storing it for long periods, plan on using it regularly to keep it fresh. Buy 2 barrels and use 1 and fill it, then use the other.(if you go the barrel route.)
ETA: you mention having a truck. Maybe you could buy one of those tanks that gos behind the cab and under the tool box like heavy equipment operators always have? I think they hold 100 gallons. I'm not sure if they are good to go for gasoline though, I've only seen diesel hauled in them. Gas is much more combustible than diesel.