Howard announced that John, the man who agreed to "deflower" Siobhan, was in the greenroom and ready to meet his woman. When both Siobhan and John came into the studio, Siobhan said he was good-looking, but wondered if his shaking hands had anything to do with his former heroin addiction, which John admitted to having when he got in touch with the show last week. Siobhan mentioned she was also concerned about John having a sexually transmitted disease because of his heroin addiction. However, John replied he never shared needles with anyone and he was clean when he was recently tested for STDs. Siobhan claimed she has no problems attracting men in general, but needed to find someone who was willing to accept her past as a man. When Howard asked if John thought he'd really be able to have sex with Siobhan, he acknowledged it would probably be difficult, but he wanted to try. Siobhan went on to show John her rear end and vagina, which led him to say, "Wow, it's horrible." Siobhan then said she was hoping John would be interested in being her boyfriend, explaining she wasn't looking for a one-night stand, but John admitted that wasn't going to happen. Siobhan proceeded to hold John's hand, a sight which Howard noted made him want to throw up.