The most popular PvP (player VS player) games

In Street Sports Basketball (1987, DOS), forget polished courts and referees—this is basketball played between garages, with trash cans as sidelines and pride on the line. Th...

An expansion to the original, Cossacks: The Art of War refines, expands, and generally cranks up the chaos. New units, new campaigns, and more ways to accidentally bankrupt your na...

Street Sports Soccer (1988, DOS) trades professional pitches for empty lots, with goalposts made of bricks and wild kids chasing glory. It’s messy, fast, and surprisingly end...

Released in 1990, Disc feels like a relic from a parallel universe where Frisbee is the most important sport in history. The game is minimalist to a fault: you throw discs, catch d...

If Krazy Ivan (1996, Windows XP) had a motto, it’d be “Blow it up first, ask later.” You pilot a massive mech across post-apocalyptic battlefields, obliterating a...

Checkers for Windows is exactly what it says on the tin—checkers. But somehow, it turns this rainy-afternoon classic into a digital duel of patience and spite. No explosions,...

Magic: The Gathering Interactive Encyclopedia is an abandoned "educational" application and turn-based strategy game based on he Magic: The Gathering collectible card game. MT...

Legend of the Red Dragon (1989) isn’t so much a traditional game as it is a slice of online history. This BBS door game allowed players to log in, fight monsters, flirt with ...

MicroProse Soccer is an abandoned action-oriented soccer game, developed by Sensible Software and released by MicroProse Software in 1988. The appeal of MicroProse Soccer was its s...

Dominium (1992) is an ambitious mix of real-time strategy and empire management, though perhaps “ambitious” is just another word for “slightly overwhelming.&rdquo...

With a title like Pray for Death, you know you’re not signing up for a cheerful platformer. This is a fighting game with a gothic, heavy-metal aesthetic that screams 1996. It...

Arcade Pool (1994) is like playing a game of billiards in your best friend’s basement—if your best friend happened to be a DOS machine with a serious competitive streak...

With a name like Genocide (1996), you know you’re not in for a lighthearted romp. This DOS platformer is dark, moody, and filled with enemies that seem genetically engineered...

Cyrus is a chess program that doesn’t just play well—it plays with personality. The AI adjusts to your skill level, offering a challenge whether you’re a beginner...

In Knight Games (1988, DOS), the Middle Ages meet joystick warfare. Think of it as a digital renaissance fair with fewer turkey legs and more sword clashing. You can joust, fence, ...