My rebuttal to your second point is to acknowledge that you have part of a point, but also to draw a comparison between the futility of policing digital sharing and the futility of policing fanwork. Since we're (sortof) making a 'in a perfect world' wishlist, I think we can do better than fall into the same traps that current law/lawmakers/our assorted predecessors fell into, criminalizing behavior that is entirely or mostly harmless and where enforcement has minimal benefits.
With your other examples, I think that there is a case to be made on both sides with regards to the dangers vs the benefits from enforcement. But with those cases, I can more clearly see the arguments that enforcement has benefits that are worth the difficulty (depending on how damaging you think pot, gambling, and car accidents are). So I could see where a person would argue that noncommercial fanwork is severely enough damaging to the creator/rights holder to make enforcement worth it, but I personally don't see it as such and would have a very hard time believing such arguments without strong proof. Car accidents where someone is not wearing a seatbelt, on the other hand, has pretty demonstrable damages.
(I'm not really going to get into pot or gambling, because I think ath this point, the arguments for and against pot criminalization are well-established, and starting to weight every-so-slightly toward decriminalization, and I personally find gambling distasteful and boring and don't have the energy to read up on the damages associated with gambling or the benefits associated with enforcement of anti-gambling laws.)