Yes, it depends on the mood of your friends what they are up to for the moment. In some instances, your friends may want to have some funds involved so you can buy snacks/good meal afterwards. In short, this kind of activity depends on how you agree with your friends and what you want to play with while chatting with each other.
I would rather play a game with my friends where we might have a very simple punishment, like either whoever loses the game will have to foot the bills of whatever we are using to entertain ourselves, like drinking food, or whatever else will require funds to be settled.
I'm the type of person who doesn't like placing bets on a game that I'm having with my circle of friends, like placing a bet with a certain amount, and the winnings will have to go with the money. Such a game most times ends up keeping a little hatred and malice among friends, which might not be discussed publicly by them.
Also, consider your age generation. This is why the type of game varies depending on what you believe is entertaining for your age. If you feel there will be tension afterwards for what you will do, better not go that route. There are other ways to have fun with your friends without being remorseful after the game.