Jada Pinkett Smith has long spoken about her close friendship with late rapper Tupac Shakur. However, the Red Table Talk show host's husband Will Smith has rarely shared his opinion on their deep connection. That is until a recent interview on The Breakfast Club when the Bad Boys For Life actor spoke to Charlamagne tha God, Angela Yee, and DJ Envy about not being "man enough" to handle Jada and 2Pac's relationship.
When asked if he had ever been jealous of the love his wife had for the legendary rapper, Will responded, “Oh f**k yeah. Oh my God.” He added, “That was in the early days and it was like, that was a big regret for me, too, because I could never open up to interact with Pac.”
Will went on to explain that he and Tupac “had a little bit of a thing” over their love for Jada, who met 2Pac on her first day of high school in Baltimore and maintained a very close friendship with him until she walked away from their friendship when she felt his life was becoming too dangerous. “They grew up together and they loved each other but they never had a sexual relationship but they had come into that age where now it was a possibility and then Jada was with me,” Will said. “Pac had a little thing on that but she just loved him, like he was the image of perfection, but she was with the Fresh Prince. So, I never could, we were in the room together a couple of times, I couldn’t speak to him, and he wasn’t going to speak to me if I wasn’t going to speak to him.”
Charlamagne then expressed his surprise in their lack of communication, saying, “Really? It seems like y’all would have so much in common.”
“That’s what Jada would say all the time: ‘I’m telling you, y’all are so similar, you would love him,'" Will recalled. “And I just never… that was a huge regret of mine, I couldn’t handle it.”
“I was the soft rapper from Philly and he was Pac,” he continued. “I was deeply, deeply insecure and I wasn’t man enough to handle that relationship."
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