The idea of the sealer is to keep the threads in the block from rusting, mine has the brass fittings screwed into the block and the brass drain plugs screwed into that but I still use sealer. If your plugs go right into the threads in the cast iron block then for sure use gasket sealer, grease or marine anti seize to prevent corrosion. The brass plugs have had no corrosion on them to speak of even in salt water.
In this pic you can see the 90* fitting on the starboard side of the block, I think they used that because of the large size of the older Delco style starter and the front brace that those came with....not needed with the modern PMGR starters....
BTW, the only issue I have had with draining/winterizing over the years is with this 90* fitting, they can get clogged with rust flakes more so than the straight fitting on the other side, so you really have to rod them out with a pick, if the 90* one gets clogged repeatedly I'd replace it with a straight fitting that won't clog so easily. Once you change from the old Delco starter to the PMGR units, you don't need this 90* fitting any longer, the straight one will fit fine.