We've all played our fair share of games where everything was nice, neat, and simple. The GUI was nice and the game taught you properly through game-play.
Then there are those games which you just wanted to enjoy, but perhaps bad design decisions or cumbersome controls just got in the way of your good time.
A game I remember fondly wanting to enjoy, because of the amount of depth present was Dwarf Fortress. Everything about the game seemed amazing. A life simulation involving dwarves where the goal was to survive against other creatures and the elements. Sounds really good on paper, but with no proper in-game tutorial and a massive amount of things to manage at once became too daunting of a task. Plus watching 3 hour tutorials on-line is never any fun. Through alpha funding I have been able to play its spiritual successor,Towns, and I must say it is shaping up to be something great.

Another game that I desperately want to be able to get into is the original Fallout. It has all the elements of a good RPG, but falls prey to the syndrome of being unjustly unforgiving. A guard tells you to sheathe your weapon before going into town. Sounds reasonable, unless you accidentally switch weapons. At that point you are shot on site. I'd love to see this game get remade using a new engine (one that will actually scale the image properly), better GUI, and of course get rid of some of the beginner's traps.
So what about you guys? Have any quirky game stories you'd like to share?