Give me extremely stupid challenge ideas?

[BeenASon]

Never buy anything that can be found naturally in chests.

 

[RykerNightshard]

You can't have the community upgrades without the CC completed, though. :/

So... No beach at all. Which means no fishing, no marriage, and also a couple of different items blocked off.

 

[HedgehogIII]

You must wait 1 year between every day.