For example North Korea, the North Korean government cannot apply its laws to the online casino which is based in South Korea.
However, North Korea might punish its citizens who will try to access or attempt to play online casinos that are based outside their country.
But I believe mostly people in North Korea no longer think about gambling because life there is already quite difficult not because they are constantly monitored by the government but because earning an income there is very difficult compared to their neighboor South Korean much more prosperous.
that looks human tragedy if the government is very severely limiting them to live like normal. I was thinking if I were them, I will build the bunker behind my home and then build the modem network with privacy TOR or VPN to avoid the rules. but I worry if the government can still watching in what citizens did by spying activity in every home. can anyone confirm every house have a surveillance camera?
The human tragedy they have experienced is limited access to the Internet, many residents who do not have electricity, so it is very possible that personal computers/laptops or cellular phones are rare items, maybe even the residents there will consider it a luxury item, so doing what you want to do is very unlikely to happen, maybe if you are an official who has a lot of access to resources 
