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I remember it being my first game on a computer. I had just bought it. It was 1999. :) I installed "The Restoration of Erathia," looked at it, and was about to delete it, but then I got hooked. I've been playing ever since. My acquaintance with the heroes began with the third game.
The first time, I chose Tower. I liked the castle itself. (Later, I started playing as humans, but eventually, I switched back to Tower and have been playing as them ever since.)
The first time, of course, I lost because I didn't know what to do. But I played for a very long time. The first lost battle was against Master Gremlins. There were about 300 of them, and I had 50 pikemen and two swordsmen. They crushed me :( Then I completely failed the game in every way.
I remember how I won the game for the first time. How I managed to gather as many as FIVE cities :D and received the status of a royal (great) elf after the game. I thought I was a mega-player now :D
What I like about the game is that with each playthrough, you discover something new. There is no limit to it. It is endless.