Your right no one is always happy when they are losing money and of a true it makes very saddened that when you gamble and you keep losing its very annoying to an extent whereby sometimes you could feels discouraged while gambling. But as chronic gambling who always knows what he is doing he wouldn't feel bad rather could be praying for just and opportunities to have winning.
It is indeed strange if someone loses in gambling and he is happy with the defeat that occurs, because the goal of most gamblers is to get a win, well from this victory the pleasure is created, sometimes someone when getting a big multiplier is happy even though it is not necessarily a win. With those who gamble for fun will not feel upset when losing, because I think they already know that losing is something that is certain to happen so they can accept it well but it does not mean they are happy either. Some gamblers usually do not want to experience defeat but there is nothing they can do other than accepting defeat because if they cannot accept defeat then what will happen is that emotions will arise by wanting to reverse the situation where the defeat that has occurred must be able to return, unfortunately that is something that is impossible to happen easily.