Well put. In general when speaking of legality vs freedom those with less to lose and more to gain by breaking laws are the most likely to do it. Drug dealers are an example of this. There are plenty of immoral yet legal actions that are highly profitable. Look at the legal drug dealers.

Another example is home schooling parents. In many US states home schooling was illegal but parents did it anyway until the laws were changed to accommodate home schooling. Segregation is another example. The governments enforced segregation but some resisted. Peaceful resistance is the best way to push back for those that can do it.