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)
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)