Madonna: Truth or Dare was on tour, Sean [Penn] was in jail. I guess it's my turn." Freddy DeMann bets that the threat of arrest will only make Madonna go further and no one takes his bet. According to a news report, Toronto police decide not to arrest the singer, claiming that no threats were made. The Blond Ambition tour goes to Madonna's hometown of Detroit. In a voice-over, Madonna expresses the difficulty she has going back home, especially since fame seems to change one's loved ones. At the end of "Holiday", Madonna calls her father on stage and sings "Happy Birthday to You".
Holly Cunningham man in and apologize, finding out his name is Wes and that he coincidentally already knows Jade. Wes forgives them, but when Wes and Holly are alone, Wes acts violent towards her. Holly tells Callum about this although Callum refuses to believe it, causing them to argue. During a house party on the trip, Wes joins Holly alone in the bedroom and forces her to let him take topless pictures of her or he will report her to the police for nearly shooting him. He is then interrupted by Theresa, who is also at the party, and Wes then leaves.