Highnoon

I played this because of Porpentine's recommendation in her 2012 interview with Emily Short. To quote her:

"Highnoon is a remake of a 42 year old BASIC game ported to Twine that I find fascinating–strategic and CYOA elements entwined in a squishy way, intfic bleeding out of the mechanical layer. It’s a Wild West duel that gives you almost as many ways to fail or reject the scenario as to play it. Give me interesting failure or give me death." (Twine version)

This sums up exactly the reason I enjoyed it--it was easy to win, but the failures were honestly more fun (and funny), and I was motivated to play again multiple times to try to discover more of them.