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 Moss), but Rhys and Holly of ten argue. However, one day Holly apparently goes missing, although she is actually hiding from Rhys, who lures her out of hiding with an episode of University Challenge. Holly and Rhys end up striking a friendship, however, Cindy ends her relationship with him. Cindy's young half-brother and Holly's friend Tom Cunningham (Ellis Hollins) and Holly find out Mercedes Fisher (Jennifer Metcalfe) has been stealing food from Il Gnosh, which she begins selling for profit. The pair then expose her. Cindy begins to get close to Tony, who impresses both Cindy and Holly. Tony proposes