"Saturday Night Live" star Chris Kattan asks the women what they would bring to a deserted island to WOW him while Michael Bolton performs a hysterical version of "How Am I Supposed to Live Without You." Meanwhile, comedian Margaret Cho from "Drop Dead Diva" explains she is looking for someone open-minded and is interested in a soul connection whether that may be with a man or woman. Cho asks contestants what is something they wish they cared less about, and Michael Bolton sings "Someone You Loved" to help the contestants guess her identity.