There were a lot, but probably MechWarrior 2 with a joystick. I feel like that was probably the first game I played that had true 3D elements. Such a fun game. After that, Air Warrior was my first time playing a game online, cooperatively, with people I knew.
PC Gaming
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Chuck Yeager Air Combat..there were torque curves and stall vector charts for all the aircraft and I had no idea what those stupid lines meant..it was amazing lol!
I remember my father bringing home Wolfenstein and being blown away.
More modern playing WoW as my first MMO was mindboggling - I couldn't believe how big and seamless the world was as well as seeing all the RTS games in a 3d world.
When I finally upgraded from my ultra-budget NVIDIA GT710 to a GTX 1060, the Tomb Raider reboot blew me away from how good it looked
I’d have to say the original Half Life. First time I ever felt like I was actually part of the story.
Doom truly blew my mind when it got released. Graphics were so good that it felt like black magic.
The very first Sim City. Before that? Pong. I'd never even seen or heard of a video game before that.
The first one that really got me and I just couldn't stop playing was Fables: The lost Chapters (the PC-Port of Fables 1)
Apple II GS - The City & The Dungeon
Wolfenstein 3D. It was an incredible leap from what I'd played before.
Command & Conquer
From the sheer size:
X-Beyond the Frontier
Quake for graphics, Heroes of Might and Magic 2 for gameplay.
I don't remember exactly if it was a DOS game but I really liked Dangerous Dave 2
Siege of Avalon. I had played a few RPGs but SoA blew my socks off with the graphics and everything at the time.
Return to Krondor will always have a soft spot in my heart.
Final Fantasy 8 for me. It was the first FF series I played and even after trying many others, still my favourite.
Squall was a moody douche but I still loved him.
Yeah, Doom. Ran at like 10fps on my family's 386/16.
Hmm, not sure... possibly something from my childhood. Star Control II (now available free/open source as The Ur-Quan Masters is one of my absolute favorites, but I first played it at 6-7 years old -- and English is not my native language, so I can't imagine I understood anything at all about the story at the time.
That or Half-Life is what I usually point to as my all-time favorite games. Half-Life was pretty mindblowing; me and my friends spent a ton with it, so I think it's the best answer for this thread.
Not to mention that we played Counter-Strike so much that even 23 years later, it's likely to be the game I've played the most, despite barely playing at all after my teens.
Habbo hotel followed by Runescape. Habbo hotel was my first intro into PC games then Runescape consumed my life.
Oregon trail... xD
Little Big Adventure. That's the first one which looked so far and beyond what a console could do, in my mind.
Jane’s ATF. I’m sure it hasn’t aged well.
F/A18 Interceptor on my good old Amiga 500 :)
Half-Life playing deathmatch for the first time on a 56k modem, lagging like hell but when i saw someone else for the first running around my mind was blown haha
EverQuest completely blew my mind as a younger teen.
Diablo 2 absolutely blew my adolescent mind. It was also my first PC game!
Either Mechwarrior 2 or Star Wars X-Wing, probably. Can't really remember that far back but I remember watching my dad play those on his computer, which probably got me into gaming from that moment.
Minicar racing. My brother and I used to play split screen multiplayer on the pc for hours. Having mostly only played 2d games before, the 3d aspect of it really blew my mind
The top-down one? Ooh that's a hit of nostalgia. I've been playing Reckless Racing 3 on Android recently which scratches a similar itch.
Doom, no question. I was an Amiga owner at the time, and we were used to being the go-to platform for computer gaming. Then Doom came along and pretty much sent the Amiga scene on a quest for a "Doom clone" that it would never achieve.
Earthsiege 2. It had branching mission structures based on previous successes or failures, great resource management mechanics, and a fun plot. I'd love to see a remake.