Rosie Perez was the match maker behind Madonna and Tupac Shakur's secret relationship in the 1990s. During an appearance on the Wednesday, November 6, episode of The Drew Barrymore Show, the famed actress recalled introducing the Queen of Pop to the late rapper during the 1993 Soul Train Music Awards — three years before Shakur was fatally shot four times in the chest at age 25.

The Queen of Pop revealed her and the late rapper’s romance to Howard Stern in 2015, with Tupac’s brother Mopreme Shakur confirming it.

Her work has previously appeared in The New York Times, Rolling Stone, Vanity Fair, Vogue and more. Charles Sykes/Bravo/NBCU Photo Bank/Getty; Patrick McMullan/Patrick McMullan/Getty Rosie Perez essentially played matchmaker for Madonna and Tupac Shakur.

Rosie Perez is the ultimate wingwoman. The White Men Can't Jump actress sat down with Drew Barrymore on the latter's talk show this week, where she recalled a pivotal moment in the 1990s when she and her late friend Tupac Shakur had each other's backs.

Rosie Perez was the ultimate matchmaker for her “dear friend” Madonna and the late rapper Tupac Shakur. Perez, 60, revealed during a Wednesday, November 6, appearance on The Drew Barrymore Show that Tupac was her last-minute date to the 1993 Soul Train Music Awards after her initial plus-one was a no-show to the ceremony.