>>2715721Why? That's simple. Escalation. Revenge. Pettiness.
Let's say they have a completely normal club for boardgames. Let's say they have this activity on Fridays where they have to play a game made by one of the club members, instead of an already established one. The protagonist can be rattling his/her head (still don't know what direction you want this to take) for coming with something original that has not been done by the senpais already. It's pretty hard, since basically everything has been done, they're under a lot of pressure, and everyone is expecting something fun.
They come with a similar game as the one from Asobi Asobase, the one where they dare each other to do ridiculous stuff. The dares are similar to what you would see from students at first, immature and childish, but fun all the same. The game is an absolute hit, and everyone is excited to try it again next week. The inventor of the game decides to go a little crazy, and the dares are a little wilder from before. It may include guys lifting teacher's skirts, girls making fake confessions, stuff that would DAMAGE reputation, but not yet anything that can be understood as exhibitionism, or even showing underwear.
The game doesn't end up as well as last time, and hostilities start to emerge between the members of the club, product of bruised egos. The club still very much wants to continue, as people want to get back to one-another. It is determined that instead of one single person coming with the dares, everyone can bring their own dares to put on the board, on cards that can be placed face-down for a surprise factor.
That's how it starts. The third Friday, dares start to become probably what you were thinking, only a little tame. At first, the driving force can be resentment. As the dares get harder, and the club more desensitized, maybe some people start to enjoy it, or make plans so specific members get specific dares to shame them, or to plain see them naked.