Morrowind but it wouldn't matter because I don't have enough time to get immersed in it anymore.
RetroGaming
Vintage gaming community.
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Silent Hill 2
I've replayed that game so many times but the first playthrough hits different
That'd have to be Metroid: Zero Mission and The Legend of Zelda: Wind Waker. Two of some of the only games I actually 100%.
Wings for Amiga, flying in WW1 and a cool story between missions. Everything I know about ww1 air battles, I know from that game :)
Probably Fallout New Vegas (if that even counts as retro yet). I've played it to death ever since it came out and can't even remember the first time I completed it.
Quake 3 Arena. Or more specifically OpenArena + baseq3 and other mods like ratmod. Most fun I have had playing a game ever.
If I were to experience it as I am today (and judge it versus games with modern graphics etc), I'd pick Ori and the Will of the Wisps. It quickly became one of my all-time favourite games, and I finished it three times in a year when I discovered it. Beautiful in so many ways.
Half-Life is probably the game that has had the biggest impact on me, though, so that would be my pick if I experienced it as I did around 1998.
You might like Black Mesa. It's a faithful remake of the first Half Life. It really nails the atmosphere and feel with modern graphics.
Spyro the Dragon as I was back in the day. That game has always been so magical for me.
Max Payne. The original game was just amazing and the story was incredible.
The Binding of Isaac.
This is the eternal game of ever. It is balanced, fair, excellent feedback (time to win), super I'm depth unlocks, one of the best meta games. Take the time to learn the basics and this game is infinite.
It is balanced, fair
Mmmm Delirium would disagree
For retro games my answer is probably Yoshi's Island. If you include modern games I'd likely go with Hollow Knight. If VNs count then Echo.
The end of the game blew my mind out of the water in a way no other twist has ever quite captured. It might have been the mental space I was in at the time too. Whatever the case, I will always remember the first time I played it.
I also wish I had played the first Golden Sun before the second, so if I could put a duology and that caveat in there? Definitely those two.
Star Control 2
I'm gonna say Skies of Arcadia, just love that game, and it saddens me to this day that Sega have abandoned it.
Breath of the Wild or Tears of the Kingdom. BOTW was my first Zelda game and I honestly loved it. I would sit for hours in the living room zoned in to the game with checklist paper and notebooks next to me to keep track of what I was doing. If I could do it again I'd instead use an interactive map like I did with TOTK.
As for TOTK, the Rito dungeon was my favorite and if I could experience that adrenaline pumping battle for the first time again, I would. Tulin is a baby and I love him.