With a title like that, this game is by Mousechief Co., is going to get a lot of looks.  The object of the game is to make high school girls in a small town be as bad as possible.  I love the description:

“Start a gang of wildcats in the 1920s. Stalk oppressive adults in a small-minded town and rip them with naughty little games! Win boyfriends and other disposable tools. Learn destructive secrets. Cuddle up to villains or send them packing. The first, party based adventure of epic satire.”

The game takes place in the roaring 20′s, which is a really cool idea.  One of the items your character can win is a cigarette lighter, come on, that’s cool.

Dangerous High School Girls in Trouble, is for both PC and Mac.  There is a trial download but it is limited.

$20