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Tupac Shakur’s Dating History: A Full Timeline of His Relationships

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Tupac Shakur's Dating History: A Full Timeline of His Relationships

It’s been more than twenty years since Tupac Shakur passed away, yet his impact endures undiminished. 

Recently, the legendary artist was posthumously honoured with a star on the Hollywood Walk of Fame, showing just how much he’s still remembered. Sekyiwa “Set” Shakur, his sister, said during the ceremony that it proves how much he influenced the world.

Director Allen Hughes, known for “Dear Mama: The Saga of Afeni and Tupac Shakur,” paid tribute to Shakur’s legacy, comparing him to iconic figures like Malcolm X and Che Guevara, emphasizing Shakur’s role as a global symbol of rebellion and inspiration for activists worldwide. 

Hughes stressed that Shakur’s message resonates universally.

Even now, Shakur’s artistic and creative contributions echo through time. Discussions about the significant women in his life persist. 

While his marriage and close bond with Jada Pinkett Smith are well-documented, Shakur also shared relationships with lesser-known figures across various industries.

From actresses to musicians to models, let’s reminisce and explore the women who were fortunate enough to share moments with Tupac Shakur.

Whitney Houston

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According to Vibe, Bobby Brown alleged in his 2016 memoir “Every Little Step” that Whitney Houston had an affair with Tupac Shakur while they were married. Brown didn’t offer further specifics, but it’s worth noting that the couple was married from July 1992 to April 2007.

Madonna

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According to HuffPost, Tupac Shakur and Madonna dated for a little over a year in 1993 after being introduced by friend Rosie Perez at the Soul Train Music Awards. 

However, it wasn’t until 2015 that Madonna confirmed their relationship in an interview with Howard Stern, as reported by E!.

Madonna recalled a particular incident on David Letterman’s show where she was upset and used profanity, attributing her mood to Tupac Shakur, whom she was dating at the time. 

She mentioned feeling “very gangsta” because of him.

In 2017, TMZ published a letter that Tupac Shakur had written to Madonna while he was incarcerated at the Clinton Correctional Facility. 

The letter, dated Jan. 15, 1995, conveyed Tupac’s decision to end their relationship because of concerns about the impact on his image due to Madonna’s race. 

He expressed that while being seen with a black man wouldn’t harm Madonna’s career, he felt it could affect his own due to his perceived image and the expectations of his fans. 

Tupac apologized for any hurt caused and emphasized that he never intended to hurt her.

Kidada Jones

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According to Vanity Fair, Tupac Shakur and Kidada Jones first met at a club shortly before one of Tupac’s trials in 1995. 

Initially, Jones didn’t engage with the rapper because he had previously criticized her father, Quincy Jones, for marrying her white mother, Peggy Lipton. 

However, during their second encounter, Shakur apologized, and Jones gave him her phone number. By their third meeting, Shakur was evidently deeply smitten. 

He confided in his mother, Afeni, expressing his love for Jones and his belief that she would be his wife and the mother of his children.

After Shakur was released from jail and his marriage to Keisha Morris was annulled, he and Jones set up a home together in Calabasas, CA. 

In her father’s 2001 autobiography, Jones described Shakur as “the love of my life.”

They lived together for four months until Shakur was tragically murdered in Las Vegas in 1996, an event that Jones described as the most horrible thing that ever happened to her.

Heather Hunter

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According to XXL, Tupac Shakur and Kidada Jones first crossed paths when he reached out to her to star in his music video for “How Do You Want It” in 1996.

 Initially hesitant, Hunter eventually agreed, and Shakur’s influence convinced her to return to Los Angeles from New York City. 

In a 2016 interview with VladTV, Hunter described their connection as amazing, emphasizing that Shakur was someone she held dear and respected deeply.

Hunter eventually relocated to LA, and their relationship evolved into something “spiritual,” she recounted. “It was everything,” she said, reflecting on their time together. “I think three or four months later, he passed away.”

Yolanda “Yo-Yo” Whitaker

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The two rappers first met in a recording studio in the ’90s.

After running into each other in various cities, Whitaker and Shakur formed a friendship that eventually blossomed into romance. 

In a 2021 interview with EUR Web Spotlight, the rapper expressed that they were deeply in love until Shakur’s passing.

As their relationship progressed, Whitaker noted that they began to see each other more as siblings. She explained that their split wasn’t caused by any particular event, but rather, they were two individuals who found each other on the road, fell in love, and spent many nights together.

Shakur’s fearlessness in addressing societal issues and speaking his truth resonated deeply with Whitaker, ultimately strengthening their bond. 

She admired his commitment to authenticity, which only deepened her affection for him.

Jara Everett

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The specifics of Everett and Shakur’s relationship remain somewhat unclear, but she briefly described their brief romance in her autobiography “JumpOff: The Real Truth.” 

In the book, she reflected, “I would have to say my favorite was Tupac. 

He was so down to earth, and he was a different person behind closed doors. 

What people don’t know about Tupac is that he was a wonderful person, and all that stuff in the public was not the real Tupac.”

Keisha Morris

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Shakur and Morris began their relationship after meeting at Capitol nightclub in NYC during the Summer of 1994. 

They dated for a few months before getting married on April 29, 1995, while Shakur was incarcerated for a previous sexual abuse incident.

Unfortunately, their marriage was short-lived, as it was annulled in March 1996, five months after Shakur’s release from prison.

Reflecting on their relationship in a 2011 interview with XXL Mag, Morris shared, “Things were getting very different once he got bail, and I felt like I wasn’t needed anymore. It wasn’t a good feeling. 

Okay, of course, you don’t know from being so young. But I just felt like, ‘Wow, okay, it was over.’ Like, ‘Okay, I don’t need you anymore. I’m getting out.’ That’s it.”

Despite the end of their marriage, Shakur and Morris remained friends until his tragic death on September 13, 1996.

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