Ouran High School Host Club manga by Bisco Hatori, anime directed by Takuya Igarashi/Bones
Haruhi Fujioka attends prestigious Ouran High School on a scholarship. On the first day of school, Haruhi stumbles upon the host club, a room where six attractive young men play host to their classmates. (It's like a hostess bar except with boys. And no alcohol.) Haruhi accidentally knocks over a very expensive vase and has to work in the club to pay it off.
This show is a lot better than it really ought to be. It's all the high school tropes smashed up together: the trouble-making trickster redhead twins, the gentle giant, the shota boy, the Serious One with the glasses, and the Class President. But the anime plays everything up for fun rather than taking itself seriously.
The Alice/Haruhi in Wonderland episode is brilliant. The rival Lobelia Academy's Takarazuka club makes for great comedy, too.
You can watch it here.