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Drug wars: a game based on the New York drug market
DOS1984
If you’ve ever wondered what it’s like to be a criminal economist in 1980s New York, Drug Wars has your fix—pun intended. This early DOS classic throws you into t...
Druglord
DOS1991
In Druglord, you’re back on the mean streets, older, wiser, and with slightly better ASCII. Think of it as Drug Wars’s bigger, nastier cousin. You start broke, deal wit...
Eishockey Manager
DOS1993 Kron Simulation Software
Eishockey Manager is proof that spreadsheets can, in fact, be thrilling—if you really love ice hockey. Released in 1993, this is a hardcore management sim that skips the flas...
Entrepreneur
Windows XP/98/951997 Stardock Entertainment
If you’ve ever dreamed of becoming a ruthless tycoon without being yelled at by shareholders, Entrepreneur (1997, Windows) is your playground. It throws you into a fierce wor...
Epic Baseball
DOS1995 MicroLeague Multimedia
If you’ve ever wondered what baseball would look like if someone crammed the entire sport into a DOS machine and sprinkled a bit of 90s attitude on top, Epic Baseball has you...
Farming Simulator 2009 Gold
Windows Vista/7/82009 GIANTS Software
Football Fanatic
DOS1998freeware
Football Manager 3
DOS1993 Bedrock Software
Free Enterprise
Windows XP/98/951996 Tsunami Media
Free Enterprise from 1996 is business simulation with a distinctly ’90s sense of ambition. You’re tasked with building and managing a corporate empire, juggling finance...
Gazza 2
DOS1991 Empire Interactive
In Gazza 2, the legendary English footballer Paul Gascoigne lends his name to a soccer game that manages to be as unpredictable as his career. Released in 1991, it’s a curiou...
Gloriana
DOS1996 ASCARON Entertainment
Grand Prix
DOS1989 Wizard Games
Guns 'R' Us
DOS1993 Future Vision
Guns 'R' Us feels like someone looked at the early ’90s and decided subtlety was overrated. This side-scrolling shooter piles on enemies, explosions, and weapon upgrades with...
High Seas Trader
DOS1995 Impressions Games
Holiday World Tycoon
Windows XP/98/952004
Holiday World Tycoon is the sort of game that feels like it was designed after someone spent a bit too long staring at a postcard rack in an airport gift shop and thought, &ld...
Hollywood Pictures
DOS1995 Starbyte Software
Industry Giant 2
Windows XP/98/952002protected JoWooD Entertainment
Inve$t
DOS1990 Starbyte Software
Lemonade Tycoon
Windows XP/98/952002remakedemo Hexacto Games
Lemonade Tycoon is a business simulation game that allows players to run their own virtual lemonade stand and try to turn it into a successful and profitable business. The game typ...
Lula: The Sexy Empire
Windows XP/98/951997protectedNSFW Interactive Strip
Ah, Lula: The Sexy Empire (1997, Windows) — the game that tried to make adult business management classy and failed spectacularly. You play Lula, a buxom entrepreneur trying ...
Machiavelli the Prince
DOS1995protected Holistic Design
Mad TV
DOS1991freeware Rainbow Arts
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, enem...
Manchester United: The Double
DOS1994 Krisalis
Merchant Colony
DOS1991 Impressions Games
Merchant Prince
DOS1993 Holistic Design
MinerVGA
DOS1989freeware
Motor City
DOS1994 Max Design
Ocean Trader
DOS1995 Software 2000
Oil Barons
DOS1992 Starsoft Development






























