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Two men wake up at opposite sides of a dirty, disused bathroom, chained by their ankles to pipes. Between them lies a dead man loosely clutching a hand-held tape player and a handgun. Each finds a tape the perfect fit for the player in their back pocket. They play the tapes. One is threatened, the other isn’t. But they have a task: One must kill the other by 6:00, or his wife and daughter will die. They find hacksaws in a toilet, and try to cut the chains, but it doesn’t work. They are the two newest victims of the Jigsaw Killer. In a flashback, we learn of Amanda, a girl who falls victim to the Jigsaw Killer. On her head is a mask, which is hooked into her lower jaw. There is a timer on it. Only one key will unlock it, and that key is in the digestive tract of her cell mate who lies paralyzed on the opposite side of the room. If she doesn’t unlock the mask in time, her lower jaw will be ripped wide open. She survives, but her cell mate doesn’t. Through a series of flashbacks, we learn of more victims, and of the nearly-successful capture of the Jigsaw Killer, who doesn’t actually kill his victims. Instead, he finds ways to make them kill either themselves, or each other, and he thinks the entire ‘game’ out perfectly, with no other ways out. Or so it would seem.

Megan Voorhees (Natasha Lyonne), is possessed and two priests, Father McFeely (James Woods) and Father Harris (Andy Richter), must drive the demon out, but the exorcism doesn’t go as planned. A year later, survivors Cindy Campbell (Anna Faris), Ray Wilkins (Shawn Wayans), and Shorty (Marlon Wayans) and Brenda Meeks (Regina Hall), are at college, trying to forget the incidents that occurred last Halloween. Cindy is falling for Buddy (Christopher Kennedy Masterson), who loves to give wedgies, and Ray is still confused about his sexuality. Professor Oldman (Tim Curry) and his paralyzed assistant, Dwight (David Cross), have decided to do a research study at Hell House, the house where the bad exorcism took place, and disguise it as a sleep disorder study. Chaos starts as soon as Cindy arrives and meets the creepy caretaker (Chris Elliot) with the funny hand. But the house has some deep dark secrets that the group has to solve, even if they are scary or disgusting.