Madonna: Truth or Dare cleans up her hotel room while, in a voice-over, she explains that she is not as emotional as the rest of her group over the end of the tour. She has already grieved, she says, but it will hit her later and she hopes she will be in a safe place when it happens. In a flashback to April 1990, the tour is about to kick off in Japan. Everything is a mess; there are sound problems and Madonna did not realize that the tour is during the rainy season in Japan. Because it is cold and wet, Madonna and
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.