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About my 41-50:

50. Slicks 'n' Slide (PC shareware)

Little driving game that I've now and then returned to again and again for almost thirty years.
I like fighting my own lap records and this game keeps top 10 for each track, also saying when and on which vehicle times were done.
Available free somewhere, with 100+ tracks.

49. Sega GT (PC)

I usually say driving games are all about driveability, but Sega GT proves that wrong: it does everything else
great, but much of game driving physics isn't that good.

48. TIE Fighter (PC)

A more reasonable difficulty than in X-Wing makes this more to my taste.

47. The Final Fantasy Legend/Makai Toushi SaGa (Wonderswan Color fan translation)

I bumped into this one playing with Wonderswan emulator. I've played many (especially 16-bit) JRPGs and this was very refreshing. Playing the two sequels on Game Boy (emulator) was disappointing and not because of the graphics.

46. Ultima Underworld: The Stygian Abyss (PC)

I'm not fan of Western RPGs but man this game was ahead of its time. I particularly love doors: for some you can find a key, pick it, use spell to open it or just hit it with your weapon till it breaks (or your weapon does, but that's why there are some laying around from your late enemies).

45. Gran Turismo (PS1)

Not the best driving game at anything, but very good at everything.

44. King's Quest IV: The Perils of Rosella (PC)

My favorite of the old Sierra adventures - and I've played a whole lot of them (mostly with a walkthrough...)

43. Ratchet & Clank 2: Going Commando (PS2)

I'm not big fan of action platformers, but this is among best I've seen.

42. Wonder Boy III: Dragon's Trap (SMS)

Back in the day I got stuck (not finding Captain Dragon) and gave up. About decade later I played the ending with emulator, using a password and cheating. Then over a decade after that I decided to look up map/walkthrough to continue from my old save/password (I tend to keep EVERYTHING, I have decades of notes). And I finished the game accidentally using the cheat armor, without knowing how it worked.
Despite this less than ideal journey, I can see greatness in totla design of the game and would've surely enjoyed it more had I happened to play it in different phase of my life than I did.

41. Mansion of Hidden Souls (Sega CD/MegaCD)

After making the list, I kind of wanted to drop this lower or entirely out. Objectively this isn't a great game. Subjectively I love the atmosphere. It may be short, but it's a beautiful little game with reasonable puzzles - despite the end part where you might make a dead end save and have to start again.