Hah! What a fantastic topic. I love talking to a few buddies at work about the old games. I was never big on console games, though I did play some. The older games that I was always more excited about and enjoyed more of would have to be my old computer games. In no particular order, here are a few.
Seven Kingdoms: This is a real time strategy game that I used to play every day after school and I loved it. I even had a windows 98 computer built for me so I could run this game without issues. The computer eventually crapped out for reasons I do not recall. The game involved seven different races that you could choose to play as and involved resource management, trading, diplomacy and subterfuge. It was pretty involved and even had a great musical score and monsters to slay, huzza!
Sea Dogs: My favorite pirate sim ever. The ships and water looked beautiful, the trading aspect was great. The game had some minor glitches and there were some issues with the flow of the roleplay stories involved, but I could just sail about trading and taking vessels.
Thief: The Dark project: My favorite first person stealth based game ever. You were a thief and went on stealing things and the sequal was just as good. Story was great and surprising, graphics at the time were excellent and the game even had some humor in it.
Might and Magic: I simply loved exploring the massive maps with all of the monsters and hidden things to interact with.....such a fun game.
Anyone play these and enjoy them as well? Hahaha, I remember reading a gaming magazine and seeing a full two-page screen shot that was printed as an add for the brand new Age of Empires series. I was so excited. hahahaha.