There are a ton of games where I just went out of my way to complete in a certain way. But I think that the one where I had to try the most was Undertale. I basically did the genocide route a whole bunch of times over and over again. Then I decided to do the entire run without getting hit once. I really wanted to break my shit half way through but I was so invested that I actually did it. Although, I did abuse the saves quite a bit.