Madonna, Rosie Perez and Tupac Shakur

Rosie Perez Reveals She Played Matchmaker for Tupac and Madonna
Perez explained that her original date had canceled just half an hour before she was set to leave for the awards show, citing concerns over being seen by his girlfriend. Frustrated, Perez was about to leave dateless until her close friend Tupac called.
A Last Minute Decision to Stand in as Rosie Perez’s Date Led to Tupac Shakur’s Relationship With Madonna
Rosie Perez recently appeared on The Drew Barrymore Show. During her interview, she revealed she was Madonna’s wingwoman back in the ’90s. Perez explained that a date stood her up before an awards show. Tupac, her friend, agreed to attend the event with her to make her ex-beau jealous. Madonna happened to be in attendance.
Rosie Perez Reveals How She Hooked Up Tupac and Madonna Before Their Secret Relationship
It was in 1993 and Rosie Perez was at the height of her career playing in classics like Do the Right Thing and White Men Can’t Jump when she was en route to the Soul Train Awards and realized her date was a no-show because he didn’t want to be spotted by his girlfriend.
Rosie Perez recalls Madonna asking for help to hook up with Tupac Shakur
The ’90s were a time, weren't they? Tupac Shakur was still alive, Rosie Perez was nominated for an Oscar, Madonna was out in these streets, and their three paths collided one night thanks to a douchey boyfriend.
Here's How Rosie Perez Hooked Up Madonna With 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 Reveals How Madonna Asked for Help to Hook Her Up with Tupac Shakur Ahead of Secret Relationship
On the Wednesday, Nov. 6 episode of 'The Drew Barrymore Show', Rosie Perez opened up about how she became Madge's wingman Ilana Kaplan is a Staff Editor at PEOPLE. She has been working at PEOPLE since 2023. Her work has previously appeared in The New York ...
Rosie Perez details how Madonna and Tupac Shakur met before secret relationship
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.
Madonna Asked ‘Dear Friend’ Rosie Perez to Hook Her Up With Tupac Shakur Before Brief Relationship
Rosie Perez was the ultimate matchmaker for her “dear friend” Madonna and the late rapper 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.
How Rosie Perez sparked Tupac and Madonna romance
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.
This A-List Actress Just Made a Bold Confession About Madonna's Relationship With Tupac
One of Madonna's friends — who is a huge star in her own right — had something to say about the Queen of Pop's romance with Tupac.
Madonna Asked 'Dear Friend' Rosie Perez to Hook Her Up With Tupac Shakur
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.
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Madonna asked Rosie Perez for help hooking up with Tupac Shakur
What's up, it's Tupac.' And he said: 'You know, I'm going to go with you, we're going to walk up in there, we're going to act like we're on a date, and he's going to die." When Drew asked if they met ...
Rosie Perez Calls 'The Matrix' Audition Her 'Worst': 'They Were Dying Laughing'
Actress Rosie Perez recently revealed that she had a mortifying audition for 1999 sci-fi classic The Matrix that resulted in ...
Anxiety, Joy, and Rosie Perez: On the Ground With Queers for Kamala
"I must be in the right place." It's 7:30 a.m. on the Saturday before the presidential election, and the New York ...