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Unnecessary Roughness
DOS1993 Accolade
Risk
Windows 3.x1991 Azeroth
Conflict: Europe
DOS1989 Personal Software Services
In Conflict: Europe, the Cold War goes hot, and you’re in charge of keeping things cool—or launching World War III. It’s a strategy game with a doomsday timer, where each decision feels like it's going to be stud...
Computer Diplomacy
DOS1984 Avalon Hill
Do you enjoy betrayal, backstabbing, and pretending to be a global power while actually being terrible at geography? Computer Diplomacy is the digital version of the classic board game, where alliances are fleeting and wars are fo...
EGA-Roids
DOS1986freewareremake Designer Software
Maelstrom
DOS1992 Merit Software
Released in 1992 for DOS, Maelstrom is what happens when Asteroids grows up, joins the Navy, and gets a taste for chaos. You pilot a ship through frenetic fields of asteroids, enemy vessels, and laser fire, dodging everything that...
Commander Keen 2: The Earth Explodes
DOS1990protected id software
In Commander Keen 2: The Earth Explodes, the stakes go from “oops, stranded on Mars” to “uh-oh, Earth is doomed.” The Vorticons have planted death lasers in orbit (as you do), and only one 8-year-old with a...
Operation Europe: Path to Victory 1939-45
DOS1994 KOEI
Kampfgruppe
DOS1987protected SSI Strategic Simulations Inc.
Spiritual Warfare
DOS1993protected Wisdom Tree
Dawn Raider
DOS1990 Softstar Entertainment
Released in 1990, Dawn Raider is one of those obscure DOS shooters that probably spent more time in floppy disk boxes than in actual computers. It’s a vertical shoot-’em-up where you pilot a jet and blow up anything th...
Mad Mix
DOS1988 Topo Soft
England Championship Special
DOS1991 Tiertex Design Studios
England Championship Special (1991, DOS) is the kind of football game that doesn’t pretend to know what the Premier League will look like in 30 years—it just wants you to enjoy kicking a pixelated ball around without o...
Vampyr: Talisman of Invocation
DOS1989
The Civil War
DOS1995 Dagger Interactive Technologies
Hannibal
DOS1993 Starbyte Software
Encyclopedia of War: Ancient Battles
DOS1988 Cases Computer Simulations
If you’ve ever wanted to command armies older than your great-great-great-grandparents, Encyclopedia of War: Ancient Battles is your time machine with a keyboard. Released in 1988 for DOS, it mixes historical detail with the...
Death by Backgammon
DOS1990
Only in the early ’90s could a game like Death by Backgammon exist with a straight face. It’s 1990, you’re on DOS, and suddenly backgammon isn’t just a quiet game for your granddad—it’s a duel o...
Llamatron 2112
DOS1992 Llamasoft
B-24 Combat Simulator
DOS1987protected SSI Strategic Simulations Inc.
Step aside, arcade action—B-24 Combat Simulator (1987) is here to test your patience, eyesight, and possibly your sanity. It’s all about realism, baby. You’ll take off, navigate, bomb targets, and hopefully land,...
Psion Chess
DOSMac OS1985 Psion Software
Before AI could annihilate grandmasters, Psion Chess was already humbling humans back in 1985. Available for DOS and Macintosh, this game wasn’t flashy, but it didn’t need to be. It was a smug little program that could...
Vengeance of Excalibur
DOS1991 Synergistic Software
Flame Dragon Plus: Marks of Wind
DOS1998
Global Conquest
DOS1992 Ozark Softscape
Austerlitz 1805
DOS1989 Cornerstone Software
FlixMix
DOS1993 Celeris
Dolphin Boating Simulator
DOS1988 Dolphine marine systems
Yes, Dolphin Boating Simulator is a real thing, and no, it’s not about dolphins driving boats (sadly). Released in 1988, this oddball DOS sim tasks you with navigating speedboats around watery tracks while avoiding obstacles...
Mystical
DOS1990protected Infogrames
Moraff's Morejongg
Windows XP/98/951992 Moraffware
Swap
DOS1992 Microids






























