I believe it was Ocarina of time that took me quite a bit of time to complete and probably three different versions of it. I only remember that I was around 5 or 6 when I started with the n64 version, only to get stuck on the great deku tree because I didn't know that you could set webs on fire for about two months. I think I made it passed the last kid link dungeon before getting bored. Then I got the gamecube version some years later and went at it til the water temple then quit, then retried until I reached the water temple again, quit, retry and make it past until I was in the gerudo valley dungeon then quit. I got the master quest version of it and played the vannila OoT on that and beat that in one sitting like a few months ago.
12 years or so I believe. In game time, about six hours.
Paper mario the thousand year door took me three until I decided to cheese it and went the danger mario loadout.
In game time, shortest is 20 hours give or take. Could be shorter, but I end up keeping my system on while I do something else.
I think I didn't beat conker's bad fur day for about six years since I couldn't deal with the controls on the n64 version so I did it on the xbox version.
In game time was a standard run time I think.