Techincally my first would be Dragon Gate. MMO that precedes Ultima Online, and you paid per minute (since it precedes subscriptions as well).
It took me 22 minutes (and $22) to make my first character. I was 15 with no income, so my parents said once was enough and I never played again.
After that, I focused on cheaper endeavours with Warcraft II, Rebellion, and Heroes of Might and Magic 2 (yay email turn-by-turn play!).
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