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Why can't contracts be conditional?
They can, but some conditions are invalid. For example incan sing a contract where you give my family 100 BTC and in exchange I become your slave. This would be invalid contract.
Plus why way 100 btc when they could just retail arbitrage themselves a Japanese slave for 20 btc !
Contracts are conditional transfers of property titles. What makes the condition of not reselling invalid? If that condition is agreed to by the buyer with no intention of abiding by it, then they've committed fraud.
Ability to freely transfer owmership is part of the onwership criteria. If you can't do that you don't own the property.
Who says you are becoming the owner and not a conditional user? Renters aren't allowed to sell their place of residence.
Yeah, you are renting, not purchasing.
My point is that conditional transfers are possible. Restricted ownership of the type we're discussing is covered by the concept of negative easements.
What will happen if I resell such an item? You can sue me for damages. Good luck calculating the "damages".
I don't think agreements about usage of an item you brought are valid. If you own it you can do whatever you want with it. That's your private property.