Eminem (February 2001)

Often criticized for his homophobic lyrics, Eminem surprised detractors when he invited the legendary (and openly gay) singer Sir Elton John to sing "Stan" him at the 2001 Grammy Awards. John accepted the offer and the two shocked the world with an amazing performance. The following year, Eminem's character in 8 Mile confronts a gay-basher for hassling his friend. Although gay-rights activists were livid with Elton for embracing Em, the two have remained friendly ever since.