God knows how many times I have seen the credits of Star Fox 64. It’s definitely the winner by far, should be dozens of times. But that’s a short arcade style game. For the rest I beat several of the big main Zelda games around 5 or 6 times over the past decades. I think I beat OoT the most, I think six times, including the Gamecube Master Quest and OoT3D, but not always 100%. Besides that I think I beat Knights of the Old Republic 4 times; light and dark on male and female. But now that I think of it, I might’ve beaten KotOR2 more because of the restoration mod.
Most of the time in my life I’ve been playing endless games though, like city builders. I played Anno 1602 or Rollercoaster Tycoon 2 thousands of hours probably. Can I just divide that by 40-ish and say I beat those 100 times? 
