The two stars worked together on the 2000 movie The Next Best Thing, in which he played her gay best friend and they had a baby together. The movie only grossed $14.9 million in the U.S. and was a big box office dud.
Rupert gave an interview to The Sunday Telegraph‘s Stellar magazine and he was asked about his friendship with Madonna.
“We don’t see each other anymore. I do miss it,” Rupert said (via Daily Mail). “She’s an amazing person and that part of my life was incredibly exciting. To be doing a film with her and to be a friend of hers and to have been such a fan of hers. But the fallout from the movie’s failure was gigantic for me, like an outer-space explosion.”
Rupert and Madonna became friends in 1985 and in his 2006 memoir, he wrote about his early experiences with her, including an incident that involved her ex Sean Penn.
“She really didn’t like [the book],” Rupert previously told Express in 2009. “I think it is very affectionate, and certainly with her I was very careful to only write things that were. But she felt it was an infringement of privacy… Goddesses like that are obsessed with their public image and want to control everything about it, so if anyone is to tell anyone anything about her it’s got to be her.”
A famous DJ recently revealed why Madonna would not make an album with him.