PC Platform
Baldurs Gate - Tales of the sword Coast - This is the best RPG ever. This was the original, and my favorite. I spent over 8 months playing it, and I still play it now and then. It made a great platform for the brilliant sequels.
Re-Volt - If your looking for a fun LAN racing game, you will not find anything better. The wacky cars, levels and weapons make this easily the most fun racer of all time.
Hitman 2: Silent Assasin - Amazing game! The various ways of completing missions is what makes it so great. Really fun game
Ultimate Soccer Manager 98/99 - Best football manager game ever made! I still havent come across a better football managing game than this. The ability to rig games, and rig players made it so good. You had the options of controlling your stadium, the prices of tickets, the shops outside the stadium, everything!
Playstation Platform
Resident Evil 2 - This was my favourite game for a long long time, I never got bored of it. It really set the mark when it came out.
Tekken 2 - Still my favourite 2 player beaten up game, I honestly think its the best tekken game ever made.
Tony Hawks 2 - Had a lot of fun with this game, and now and again I bring it out for some fun.
Silent Hill - This was one scary game, my god, it really did scare me a lot back when I first played it. Really spooky game, classic.