Hmm I've never labeled a top 5 for games before, but let me try. 1. Sonic the Hedgehog 3 + Sonic & Knuckles connector (Genesis). Mind BLOWN when I found out I could connect Sonic 2 and Sonic 3 to Sonic & Knuckles. :D I personally enjoy all of this series, but this combination definitely provided timeless entertainment to me as a young boy. 2. Pokemon Blue (Game Boy). My older brother got red and I got blue. The rivalry between us was and is still strong. I was a bulbasaur fan and he was a squirtle fan. 3. The Legend of Zelda: Links Awakening (Game Boy). I got this in a bundle pack when I got my Game Boy Pocket Ice Blue Special Edition (ok, so I still remember that day vividly :P) and have loved playing it over and over again, the only problem is I still have yet to beat it. I've tried, I just can't manage it. My latest attempt at conquest was when the game didn't save anymore, so I had to do it in one sitting/keep it on all night while charging. This was just this last year. Good times. :) 4. Super Mario Bros 3 (Nintendo). Although I never owned this game, I have enjoy the countless times trying to beat this game (another one I still can't beat.) I have to say my favorite memory of this game is when I came to my friends house who couldn't beat a certain level. I got a feather and flew across the stage and beat it in 15 secs. His jaw dropped and we still laugh about it to this date. 5. Super Smash Bros. (Nintendo 64). I have enjoyed this game. Such a fun atmosphere and easy to learn game play. I'm not sure which one I like the most. There is the classic, the staple, and the new/flashy one. The reason I picked the classic one is because it provided the cornerstone to such a great series of games. And that's my list. So hard to formulate it. Mostly decided on how much I played each one of them and how much I enjoyed playing it. Hope you guys enjoyed it! Here are some honorable mentions (in no particular order): Goldeneye (Nintendo 64), Earthbound (SNES), Mario Kart 64 (Nintendo 64), Quackshot (Genesis)