For some reason I thought I had until the 15th to submit mine so I'm just going to leave this here just so I can say that I voted even if it doesn't count.
1.
Half-Life ; What more is there to say? This game pushed FPS into the modern age and every game today owes something to it. I still think it's better than Half-Life 2, but I can understand why so many prefer the sequel.
2.
Star Wars Episode I: Racer ; Easily my favorite game from this gen, and probably my favorite racing game of all time. A Star Wars version of Wipeout. I put more hours into this game than any other game from this gen. Star Wars games from the mid '90s to mid '00s were scary good and this was just another addition to that impressive lineup.
3.
Crash Bandicoot ; My most-played game on the PS1, and all-time favorite 3D platformer. I would always forget to write down the password codes to keep my progress so I ended up restarting almost every time I played. Eventually I just looked them up online and wrote them down on a post-it note that I slid inside the case.
4.
Perfect Dark ; I tried playing GoldenEye once, but it has aged badly. Then I tried Perfect Dark. It has aged wonderfully. The 2nd best console FPS of all time behind Halo, but Halo owes a lot to both this game and GoldenEye.
5.
Resident Evil ; This game marked the birth of the survivial horror genre, and has an atmostphere that is second only to it's own remake from 2002. I never finsihed it because I just couldn't take the tension for long periods of time.
6.
Star Wars Trilogy Arcade ; I only got to play this once at a movie theater arcade, but all I remember was being blown away by it at the time. It was an on-rails shooter that was loud, looked fantastic, and threw me right into the best sequences of the Star Wars movies. This thing put Rebel Assault to shame. The next time I went back to that theater it was gone.
7.
Gran Turismo ; This game was the first racing simulator that I can remember playing. Everything else before it amounted to an arcadey simplification of what real racing was like.
8.
Twisted Metal 2 ; One of my fondest gaming memories as a kid were some splitscreen multiplayer matches with my Dad in Twisted Metal 2.
9.
Destruction Derby 2 ; I'm just now realizing just how many racing games I used to play back then. It really was a lot. This one can be best described as a predecessor to the Flatout and Wreckfest games.
10.
Tiny Tank ; Because I love this little guy and I want to go down as the one person who actually voted for him. Also, I can't think of anything else to put here.
Honorable Mentions (a.k.a. "games that should be in my top 10 but I never finished")
x. System Shock 2 ; The predecessor to the BioShock series which is one of my favorites. I never finished because I got the ending ruined for me.
x. Metal Gear Solid ; Great arcade stealth game. I never finished because my emulatior could never run this properly.
x. Colony Wars ; Great space combat sim which was something unheard of on consoles back then. I never finished because I just didn't play it enough.
x. Pokemon Gold/Silver ; My first and only Nintendo game. I never finished because my parents returned my GBC since it used too many batteries.
x. Grim Fandango ; I only recently picked this up on Steam. A great adventure game so far with Tim Schafer world-building at it's best.
x. Star Wars: Dark Forces ; When you think about it, all of the best Star Wars games are just a Star Wars version of another popular game of the time. This one was Doom.
x. Duke Nukem 3D ; An FPS with style. The game that helped bridge the gap between Doom and Half-Life.
x. Mararthon ; The predecessor to the Halo series. I've barely played it because I never owned my own Mac.
x. Thief: The Dark Project ; Another game I picked up on Steam years later and have barely touched. Arguably the greatest stealth game of all time.
x. Fallout ; Got it from GoG along with the sequel and tactics. I never put enough time into it because it just felt too dated for me. The Fallout universe just never clicked with me either.
x. Nights into Dreams ; I picked it up on Steam not so long ago, played for about 10 minutes, and realized that I didn't know what was going on. I still haven't gone back to it.
x. NFL BLitz 2000 ; An over-the-top, grungy, steroid-fueled blast of an arcade football game. We need more sports games like this than wanna-be sims.
x. Lego Racers ; A fun little racing game that helped kickstart the Lego gaming franchise in the late '90s. Players would build their own cars out of Legos and race through a series of tracks.
x. Carnivores ; A first-person hunting game for the PC, but with dinosaurs. Our house had an on-going competition to see who could kill the T-Rex first. I don't think anyone ever did. Those Raptors were nightmare fuel too.
x. Oregon Trail 2 ; Ah, Oregon Trail. What more is there to say? I used to play this during computer class at school until we eventually got our own PC that happened to have a copy bundled with it.
x. Tomba! ; I discovered it on one of those demo discs for the PS1. What a fun little platformer. I never got around to buying it, but it's probably my most played demo of all time.