Chance can now connect you to a live dealer offering roulette and blackjack. If you are inclined to play, our mystery croupier gives you his PayPal address and, with a deposit made, the game of your choice begins. You can play for as long as you like. If luck is not with you, topping up the PayPal account is quick and easy. But something that should be not unexpected happens if you tire of this amateurish show and ask for your winnings. The croupier reaches for the "Next" button and disappears from your screen. OK, so let's take two steps back. You were prepared to part with your money to a complete stranger. Well, now's your chance to learn all about the PayPal contract. You have a record of the payment(s) made so, in theory, you can get your money back. Although you will look a fool, you could also report this sad episode to your local law enforcement agencies. They would be delighted to spend time tracking down this guy. But there's a much more interesting question to ask.
The majority of jurisdictions around the world regulate gambling. Online casinos must have a licence. So, Chatroulette is allowing someone to run casino games without a licence. In many jurisdictions, this could make Andrey Ternovskiy, Chatroulette's owner, liable to one or more criminal offenses. If our mystery croupier's activities are small scale and PayPal is able to recover most of the money paid into his various accounts, it's unlikely any country will take action against Chatroulette or its owner. But if the volume of pornography rises, the police might get increasingly interested in trying to shut the site down (or block it) which would also take down these unofficial casino games and the scammer behind them. There does come a point when, for better or worse, governments step in and take down some of the fun sites. Politicians and moral guardians never seem to have a sense of humor about anything.