There is no fun is gambling if you loose.The only fun is winning even I do gambling for some fun but if I loose then I can say its not funny at all.Even loosing some small amount doesnt feels good.
Yes if any anyone is really rich that it doesnt matter much to him/her then i can not say about them.
You must be gambling more than you can afford to lose because i have fun win or lose when i occasionally play. then again i only gamble what i can afford and don't take things so seriously.