I was debating for a long time whether I should even do this list, as I'd never tried a great many of the "popular" Playstation games in their heyday (Crash Bandicoot, Spyro, Ape Escape, etc) and I just plain disliked a lot of others (Valkyrie Profile, Wipeout, Final Fantasy 8, Chrono Cross etc). But I did end up playing quite a few games for the system regardless, and I eventually figured that having a lot of unknown and unpopular picks would only make it better because you wouldn't be seeing a lot of the same stuff you see on every other top list out there. So that said, let's dive in.
HM. Jumping Flash! 2 (Exact/Ultra, 1996)
15. Parasite Eve (Squaresoft, 1998)
14. SaGa Frontier (Square Product Development Division 2, 1998)
13. Omega Boost (Polyphony Digital, 1999)
12. Monster Rancher 2 (Tecmo, 1999)
Monster-raising sims were all the rage in the '90s - from Pokemon to Digimon to all sorts of cheap keychain equivalents, you just couldn't get away from them. My favorite of the bunch was Monster Rancher, and among the series, 2 is easily my favorite. It had a great gimmick - put any CD into your Playstation to generate over 400 different monsters - and it was honestly just a fun and very different experience from most games of the type. Not only do you raise your monster to compete in tourneys, but you can also go on exploration trips to find rare items and unlock even more monsters for later sessions. Later games added even more features, but 2 was where the series really hit its stride.
11. Strider 2 (Capcom, 2000)
Fun fact: The game was packaged with a second disc that contained the original Strider arcade game; however, the labels of the discs were mistakenly switched, meaning that the disc labeled "Strider 2" was really Strider 1 and vice versa...
10. Final Fantasy IX (Squaresoft, 2000)
9. Bust a Groove (Metro Graphics, 1998)
7. Castlevania: Symphony of the Night (Konami, 1997)
Ghaleon punching puppet. Fun stuff.
4. Metal Gear Solid (Konami, 1998)
3. Lunar: Silver Star Story (Game Arts/Japan Art Media, 1999)
2. Grandia (Game Arts, 1999)
to this day. Grandia is a true classic.
1. Suikoden II (Konami, 1999)
(Update: It was finally released on the PSN as of December 9, 2014. Six years after the original game!)