As with the Ohio investigation, the fifth investigation was aired in two one-hour-long parts in May 2006, forming the second half of the month-long series of To Catch a Predator specials. The operation was based in Fort Myers, Florida and saw 24 men arrested in three days. Among the more notable moments in the investigation was the arrest of a man who had brought along his five-year-old son to the house, creating a challenge for arresting officers as well as Hansen who did not want to traumatize the boy. Hansen told him immediately that he was on Dateline without attempting to interview him, and police had the difficult task of arresting the father and removing the child without exposing him to the arrest. One man, upon seeing Hansen, said that he knew that he was walking into a setup because of the way that the decoy was talking online, but came anyway "to test it." Another man had asked a decoy posing as a 14-year-old if she was willing to have oral sex with a cat and perform sex acts involving Cool Whip. She replied that she would do so on the condition that he would strip naked after entering the house. He did so and was immediately confronted by Hansen. He was the second featured predator to strip naked in the house to date. Like the first one, Hansen gave him a towel to cover himself with. Hansen also had to go look for a bottle of water for the man when he asked for one in which case Hansen made one of his typical humorous comments: "running around naked probably dried you up."
Another man arrived at almost 4am, but refused to enter the house, trying to talk the girl into getting in his car with him. After pleading with her for over 30 minutes, he gave up and walked to his car where he was arrested. Another man confessed that he was "guilty of whatever's there" (referring to the transcript) and, when asked what should happen to him by Hansen, said that he should receive the death penalty. Another duped his sister into driving him to the sting house and waiting for him in the car while he intended to have sex with a 14-year-old girl. This is the individual who pulled his shirt over his head and said, "Nothing funny is going on here, dog."
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