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Dragon Quest VIII for PS2 about 200 hours.
Kingdom Hearts 3 quite a lot of playthroughs on Critical 100% completion.
Witcher 3 the Wild Hunt holy shit I love this game but weirdly I never finished it all the way through because my dang controller broke right when I was about to finish it so I decided to start over.
Dragon Age Origins probably like 400 hours multiple playthroughs trying different story choices and character builds. Infinite replayability.
Civilization 4 I can't remember how many days in middle school I would just pull all nighters playing this game, one of the most addictive games ever.
Pokemon in general I probably played Pokemon Ruby the most but I must have replayed this game like 30 times. I can't count how many hours I have played any Pokemon game.
 

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Im not writting this because its a wrestling forum but rather because its probably true. I think SD! Know Your Role game is the one I played the most. I played that game every fucking day for over 2 years back in 2002-2004. I was obsessed with it.
 
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