Although I am finding some little time here and there to play, honestly, I have a bit of downtime anyway as I wait on Melonseller to finish the translations for G.O.D. I have been editing and play-tested alongside his progress, but it got to a point where it would just be better for me to wait for him to finish everything before continuing.
Back on topic, though... There are plenty of games that I've beaten three times or more.. Off the top of my head comes.
Supar Mario 3
Super Mario World
Secret of Mana
FFIV (maybe close to 10 times)
FFVI
Xenogears
Chrono Trigger
Chrono Cross
Monkey Island 2
Monkey Island 3
etc. etc.
I really could go and list tons more, but I won't. Notice how they are all old games? There's probably nothing new from the past 14 years that I have played more than once/twice, sadly
Time for it just doesn't exist anymore, and if you ask me, the gaming marking is WAYYY more saturated and accessible now that it was back in the 80s-90s.