Howard asked what Alanis liked to do in the bedroom, and she replied that a more appropriate question was: "What don't I like to do?" Alanis told Howard, "You're cute," explaining that she was charmed by his curiosity. Getting nowhere, Howard then demanded that Alanis start singing the songs she'd written about her exes: "Let's hear a Dave Coulier song and then a Ryan Reynolds song." Alanis obliged, performing "Hand in My Pocket" and then a new song, "Underneath."
Howard wondered if Alanis had ever been with woman, and instead of replying, she became very quiet. Howard was elated: "You're wilder than I thought! Did you ever bring a woman into the bedroom with your man?" Alanis was obviously uncomfortable with Howard's line of questioning: "Can we talk about this next song?" Robin joined in as well, asking if Alanis had ever taped herself having sex or taken nude pictures, and Alanis admitted she had: "I destroy them eventually."