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Question for next week
Which retro games are still worth playing? Why?
Hands down: Warcraft III
The story of the campaign is still so god damn epic, and if you just want to have some arcade-ish fun, playing some funmaps is incomparably nostalgic.
I love it for reminiscing about working hard on my micro to mess with the best in the base game.
Also playing the first e.g. tower defense maps you've ever played, of which you almost certainly will have tried like three or four 3rd party remakes (moba is a distinctive term here), in the same engine wherein you first experienced this kind of game (mode) - it always brings me back and pleasantly reminds me of all those parties we had
also crown jewels like
To relieve stress i play Magic the gathering god damn it !
The ones I keep coming back from way back (i guess they can be considered retro):
Planescape Torment
Theme Hospital
Sim City 2000
Original StarCraft
Unreal Tournament
Diablo 2
The Longest Journey
Growing up on the PS2 i have a lot of favourites from that i keep replaying like Burnout 3 and Gran Turismo 3/4.
However I still come back to replay some TES:IV Oblivion every couple of months.
Everytime i boot it up i get sucked into the game and i always find that interesting.
Knights of the Old Republic 1 & 2, Vampire the Masquerade: Bloodlines and Warcraft 1, 2 & 3. easy picks
Retro game worth playing I'd say to try out Jet Set Radio Future on the Xbox, The original Jet Set radio on Dreamcast was pretty cool and can be played on steam.
The game is about grinding sick rails while tagging up the city. You'll bump into other gangs and the authority that will try to stop you from do your activities :P
C&C Red Aler 1 and 2 my most played old school game to date.
This was a tought one, but I would have to say Dawn of War (2004) was a really good one for me. Killing some orks never gets old.
Also Half Life (1998) is still fun, especially the Black Mesa mod version. 
I've only been PC gaming for a few years now, so I don't have many games to mention.
Sim City 4 and Rollercoaster Tycoon 2, hands down best games ever! Tony Hawks Underground 2 as well, from the console side, if not for the soundtrack alone.
Oh man I forgot about that game, that game is amazing lol
Gothic 2, MDK and Quake for me.
Fallout 1 & 2
Legend of Zelda: Ocarina of Time.
Star Wars: Knights of the Old Republic.
Zax: The Alien Hunter - Under rated, SO AMAZING
Icewind Dale I and II - You have to get over some weird design choices, the fact 90% of character builds are useless but so gooooood
Siege of Avalon - if you find this game somewhere AND manage to make it work (I had to install so many vms with different configs and versions of windows) then play it play it play it. Best OST, best story line, so much depth, so unique
Warlords series
Heroes of Might and Magic Series
C&C Red Alert II
Majesty: Gold Edition - Such a unique mechanic and just so much fun <3
Red Faction
AoE Series
All sorts of NES and SNES games (Contra etc)
Metal Slug <3 <3 <3
Or you can come watch my stream at https://www.twitch.tv/wolfelapiroko/ to see me play these or other retro games cough cough shameless plug I am so sorry cough cough
Joust
Mike Tyson Punch Out, Arch Rivals, Pro Wrestling
Killer Instinct, Mega Man X, Primal Rage
Perfect Dark, 007 Golden Eye, Mario Kart
Silent Hill, Twisted Metal, Soul Caliber
Wolfensteine, Kings Quest, Doom, ...
Can not remember the name of the game, but... it is like the "new" Shell Shock, but it was on the Apple 2e.
Raptor: Call of the shadows
Tyrian 2000
Those two always find a way to get on my computer.
They both look amazing even fullscreen without filters. Pixels ftw
Also the sounds and music of both games are great. Especially Tyrian
Super Contra - You've saved the universe. Consider yourself a hero. yaaaaaaaay.
Duck Hunt - Bring your CRTs, y'all!
You can emulate all or most of the Legend of Zelda games on PC - get them all and play them all to death because they're amazing.
Except for Zelda CD-i. Don't play Zelda CD-i. I will come over to your house and fill your pillow with salt grinders.
007: Goldeneye on the N64. GE:Source counts, I guess. Still so much fun!!!
Super Mario RPG/Paper Mario/Superstar Saga. Mario Sunshine is also pretty fun and it's damn hard on some of the levels. The crew defines retro as 2006 and earlier, so I'll throw in Super Mario Galaxy as well, because under emulation, that game is absolutely fantastic.
A good retro-style game (not necessarily retro in age - the alpha came out in 2008) that I'll throw in is Dan-Ball's Stick Ranger. Very interesting, very challenging and often very infuriating game.
Is my list too mainstream? Sorry. Didn't really start hardcore PC gaming until a couple years ago. Before that it was mostly Pokemon, Zelda and Mario.
I find Strategy games destressing;
Age of Empires II
Civilzation III
Are the only two you need.
Unreal Tournament GOTY.
Cuz mutators and best multiplayer maps in any fps make it IMHO hands down the best LAN party game