How we think about poker situations is probably easiest to explain with a dice game with variable bet sizes. Everybody should understand that it's fair that each side bets the same amount on a coinflip. If he gives you $2 every time he looses and gains $1 everytime he wins he will probably not take that bet. If he does: stop arguing and get that game going.
You could make a game where one side makes a proposition and then the other side has to either take the proposition or take the other side.
So you could say you want to bet $3 on 1 and 2 on a 6 sided die and you want $7 if you loose. He can now either take it or switch.
I know it sounds dumb, but I think people who even get into this kind of argument might not understand how to beat this game.
You could also take the three card single street fixed limit game from mathematics of poker... there's a thread by spoonitnow about it somewhere. Play that with him. It's a thousand times easier than poker and most people will just not get behind it.
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