Star Wars: Episode I - The Phantom Menace

Tupac Shakur reportedly auditioned to play Jedi Master Mace Windu in the 1999 movie Star Wars: Episode I – The Phantom Menace. Rick Clifford, who worked as an engineer at Death Row Records, said in an interview on 2Pac-Forum that Shakur told him he had gone for a reading with George Lucas but that the part went to Samuel L. Jackson.

"'Pac found out that I worked for Brian Austin Green, who was on 90210, then he found out I [worked on] some movies, so we always talked about his film career and stuff," Clifford revealed in 2014.

Tupac was killed in 1996, long before the prequel's release in 1999. However, the Tupac audition works according to the timeline: casting for the film was announced in 1996, and began filming in June 1997.

Baby Boy

While appearing on Instagram live, Tyrese Gibson confirmed the news that John Singleton again wanted to work with Tupac. In this case, to play Jody in Baby Boy.

He told him that Tupac was in LA. shooting the video "To Live and Die in L.A." off Crenshaw, which happened to be near Singleton’s office.

As an homage, the Jody character can be heard listening to 2Pac's "Hail Mary" and has a mural of him on his wall. Baby Boy was released on June 27, 2001.

Menace II Society
The Hughes Brothers selected Tupac to play Sharif, a college-bound, and mild mannered teen living in South Central. When Shakur pushed for a bigger role, this caused a rift with the directors, and ultimately led to a physical tussle. 

Allen Hughes later said, "If ‘Pac had been in the movie he would’ve outshined everyone. It would’ve thrown the whole axis of the movie off if Tupac was in it, because he was bigger than the movie.” Menace II Society was released on May 26, 1993.


Forrest Gump

Hanks wasn't the only star that was being considered for the movie. In an interview with Uproxx, Tupac's wife, Keisha Morris, revealed that they went to see Forrest Gump on their first date — and that Tupac was almost in the movie himself. Tupac Shakur read for the part of Bubba in Forest Gump — eventually losing out to Mykelti Williamson. Forrest Gump was released on July 6, 1994.

Higher Learning

John Singleton's Higher Learning almost had two different leads. Leondardo Dicaprio was his first choice for Remy, who would be played by Michael Rapaport, and Malik was going to be played by Tupac Shakur. According to Rapaport, Shakur had to pull out because the studio wouldn't fund the movie following his arrest.

“So when Tupac dropped out, then Leonardo dropped out, and Gwyneth dropped out," Rapaport said. "I mean, this didn’t like happen in a day; it happened like over a period. Nobody was locked in; I think Tupac was locked in. People were sort of circling around the film; this is two or three months out [from the beginning of shooting]. So it wasn’t like, ‘Tupac’s out, I’m bailing.' Higher learning was released on January 11, 1995.