The entire Dawn of War series, both 1 and 2, are always installed on my PC.
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Recettear, Tobe's Vertical Adventure, and Terraria are the only three that have been there long enough to really count.
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Swat 4 (great LANs still occur with this one), Mount and Blade Warband (same reason), League of Legends, Dota and Dota 2, Command and Conquer Tiberium Wars, Planescape Torment, and some more.
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For me it's Retro City Rampage and Far Cry 2. I don't think I could ever bring my self to uninstall them as they have earned a permanent spot on my hard disk.
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