How Much (1999)

Money trouble causes struggling couple Colleen and Chad to temporarily split. Seeking refuge at Maqz's place (a spoiled rich, 20 something agoraphobic), Chad enters into a game of "How Much". (i.e. How much would it take for you to get naked in public? eat a cockroach? etc.) They decide on a bet involving Colleen, a violent death, and a video spy camera that twists a triangle of deadly deceit where they each discover exactly how much they can take, and then push it further.