The first person Howard talked to was Mark, 21, who reported he got kicked out of his house because of his heroin addiction. Mark acknowledged his addiction was bad enough that he allowed men to perform oral sex on him three times in order to get money to buy the drug. Mark then said he spent $120 a day on heroin, adding he got most of his money through panhandling. Mark went on to admit he was "real worried" about his future, and that his parents were wealthy, but grew so frustrated with him that they refused to help him anymore.
The next contestant, Jerry, said his wife died years ago, and that he ended up doing six years in jail for selling crack-cocaine. Jerry also claimed he didn't mind being homeless, and that he last had sex with a woman on Memorial Day. When Jerry reported he hadn't been homeless long enough to know what a New York winter would be like, Howard wondered if he ever considered walking to Florida to avoid the cold. However, Jerry responded that he'd heard shelters in the city make sure homeless people don't die because of the cold, so he wasn't worried about the weather.
Matthew, the final competitor, said he became homeless after his brother died earlier this year, and that he drank and did drugs because of his passing (at least that's what we think he said). Matthew then claimed he last had sex with a woman in July when he was in Denver visiting family. As Matthew was talking, Howard interrupted him to ask Ann Marie and Tracy if they were sure they wanted to go through with the game, which they assured him they did.
Once the stories were done, Howard said it was time for the voting, which went this way: • Robin picked Matthew • Howard went with Mark • Artie chose Mark • Fred picked Matthew • Gary chose Matthew
Since he got the most votes, Matthew sat on the couch for his prize. During the lap dance, Artie pointed out Ann Marie and Tracy were closer to him than they were to Matthew, and Gary noted there was "no five-foot rule" in the studio. Matthew went on to say he might pleasure himself to the dance later tonight, before propositioning the girls for sex, a request both denied.