Resident Evil 4
Over my 20 + years of playing video games I have played many games more then five times. I’m assuming we are talking about main stories in single player. However, fighting games and racing games are designed to be played over and over again. Once again I’m going to use a game from the past decade. A lot games are primed to be played again. Hack and Slash games like Bayonetta and Devil May Cry have ratings for each stage played. This encourages players to replay the stages and games multiple times. I usually like to replay stages as I go but that ends up taking forever. That said I have only played these games about 3 or 4 times each (I haven’t played the new DMC yet).
I basically play ALL Pokemon games more than once. Of course the Mass Effect series is literally design to be replayed. The story arcs, choices and character creation make this series necessary to be replayed. Personally, I always have a male Shepard, a female Shepard and then go for at least a third run. However, the game that I have probably played the most is Resident Evil 4. I played it at least 5-7 on the GameCube, then when it was re-release TWICE, once on the PS2 and the Wii. I played it on each console and multiple times on the Wii (it had motion controls added). I’m surprise how much I loved this game as I was lukewarm on the Resident Evil series. Resident Evil 4 is well worth a replay or 10.