This is a returning topic. I think there was one recently...a few pages back.
My best advice when someone gets bored with their game, is to walk away and try something else for a while. I will never see the point of trying to force a game to entertain when it clearly cannot. I know of someone who has played the same game day in and day out for years, and they are always grumpy and feeling dissatisfied because of it. Why waste precious time with this self-torture?
When it happens to myself, I have no qualms leaving The Sims dormant for months even, while I rotate between a handful of other games that I usually come to feel the same about. Then all of a sudden, I feel Sims-inspired anew and return to either an old exsisting household or create something new.
When I feel my frustrations with the game take over, it's time to look for something else. Afterall, it's time I won't get back. Life is too short to spend it willingly on something that makes me unhappy.
Personally, I never play the challenges out there created by others. One surefire way to get me fed up with something is to impose rules on me. I have commitment issues :D But I enjoy trying out new mods that seem either crazy or controversial. I enjoy making and playing with unorthodox families and Sims. I can also hit a building mood, where I spend most of the time designing. Other times, I feel like exploring genetics or Costum Content. Or everything all at once. It's pretty easy to undo any chaos.
So, I suppose you actually mean 'entertaining' when you say challenging. Because it's all in the entertainment, right?
