West of Loathing
Admittedly this game isn't a challenge to anybody that can do even a minor amount of min-maxing or thinks about optimizing the games mechanics even a little. The game can be very easy to break that way. Then again I don't think it's made to me challenging. It's also not super long, but it's not what I would consider short either.
All of that is more than made up by the writing and humor being very well done, which I think is the main purpose to go it. It's also relatively cheap at ten bucks, so I'm glad I got it. The only issue I have is there is a lot you can potentially miss and not be able to get back some things depending on your decisions, and it's not always easy to tell it's going to happen when you do it.