Hm...I think it would be when I first started playing runescape, in my eyes it was freaking amazing, all the nice people, the world just looked so alive....until I gave my password to a scammer...that's when I realized the world had bad people in it too lol.
Also, best time on the game for my brother was when some idiot decided to try to "scam" him telling him he'd trim his iron armor, and to prove it he traded an Addy pickaxe( About 5k at the time) for his full iron (About 3k at most), and 2k is a lot to a new player, so he made 2k because the guy never came back lol(I told him to take the deal because it's worth more xD)