Kakadu18 on 01 May 2022
Luigi's Mansion easily. Probably 30+ playthroughs minimum. I remember playing it nonstop for a week with at least 6 or 7 playthroughs in a row before it got a bit boring.
In second place has to be Super Mario Sunshine. I'm unsure how many times I played through it but I used to play it at least twice a year back in the day.
In third place either Wind Waker or Super Mario Galaxy, at least half a dozen each.
