Before his tragic death, Tupac Shakur wrote a deeply personal letter to Madonna — a confession of love, regret, and truth. In ...

In the world of music and celebrity, few relationships have sparked as much intrigue as that of late rapper Tupac Shakur and pop icon Madonna. While their romance blossomed in the early 1990s, the ...

*A jailhouse breakup letter from Tupac to Madonna, in which the rapper carefully explains how dating a white woman would hurt his career, has made its way to an auction block with a starting bid of ...

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 ...

Not much is known about the relationship between late rapper Tupac Shakur and pop icon Madonna back in the 1990’s…but we now know who exactly was behind bringing the two entertainers together.

On the Wednesday, Nov. 6 episode of 'The Drew Barrymore Show', Rosie Perez opened up about how she became Madge's wingman Perez revealed that back in 1993, her then-beau had bailed on being her date ...

Kanye West has stirred up controversy by claiming he once made out with Madonna and that during the encounter, she bragged about her past relationships with iconic figures Jean-Michel Basquiat and ...

In a handwritten letter Tupac penned to Madonna, the late rapper confessed to ending his relationship with the Material Girl because she's white. By Shenequa Golding In a handwritten letter Tupac ...

Couples such as Cameron Diaz and Jared Leto, Taylor Swift and Taylor Lautner, or Jennifer Garner and Scott Foley had brief love affairs. Let’s take a look at why these forgotten relationships didn’t ...