I don't like picking a recent entry for any list like this (top 5 movies, songs, etc.), but based on the sheer number of hours I've spent playing it since it was released (which isn't likely to stop anytime soon), it's impossible not to pick:
1. World of Warcraft
for the top spot.
Rounding out the top 5:
2. Wing Commander: Privateer
3. SimCity 2000
4. Civilization 2
5. Battlefield 1942
Honourable mentions (in no order):
Total Annihilation
Call of Duty
TIE Fighter
IL-2 Sturmovik
Crimson Skies
No One Lives Forever
Day of the Tentacle
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