If you want to start playing games from the Windows 95/98 era, these games may be a good start to explore. These games are chosen either as personal recommendations or for their pop cultural impact.
Blood II (1998, FPS)
Blood omen: Legacy of Kain (1996, Action)
Carmageddon 2 (1998, race)
DemonStar (1998, action)
E-Sheep 2.0 (desktop pal)
Funny Furries 2 (1999, platform)
Gex (1995, platform)
Ignition (1997, race)
Interstate 76 (1997, race)
Jazz Jackrabbit 2: The christmas chronicles (1999, platform)
Jazz Jackrabbit 2: The secret files (1999, platform)
Jazz Jackrabbit Holiday hare 98 (1998, platform)
Monster eyes 95 (desktop pal)
Moorhuhn 2 (2000, FPS)
Moorhuhn 3 (2001, FPS)
Moorhuhn Winter edition (2001, FPS)
Moto racer (1997, race)
Moto racer 2 (1998, race)
Need for Speed (1994, race)
Need for Speed II (1997, race)
Need for Speed III: Hot pursuit (1998, race)
Network Q RAC rally championship (1996, race)
Original moorhuhn jagd (2000, FPS)
PC-spillet om Flåklypa grand prix (2000, puzzle)
Postal (1997, shooter)
Pretty good solitaire 97 (1997, cards)
Quake (1996, FPS)
Quake II (1997, FPS)
Return to castle Wolfenstein (2001, FPS)
Speed busters: American highways (1999, race)
StarCraft (1998, strategy)
Take no prisoners (1997, action)
Test drive 4 (1997, race)
Test drive 4x4 (1998, race)
Test drive 5 (1998, race)
Test drive 6 (1999, race)
Test drive: Le Mans (1999, race)
Tomb Raider (1996, action)
Tomb Raider II (1997, action)
Tomb Raider III (1998, action)
Trespasser (1998, FPS)
V-Rally (1997, race)
V-Rally 2 (2000, race)