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Will Smith Admits Insecurity Over Tupac & Jada’s Relationship

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Will Smith was the first hip hop artist to receive a grammy, but it did not mean that he didn’t have insecurities about his position in the rap world in terms of other rappers such as Tupac Shakur. In a promotional run for his movie with Martin Lawrence, the highly anticipated “Bad Boys For Life”, Will Smith spoke with Power 105.1’s The Breakfast Club.

Everyone knows Jada’s love for Tupac Shakur and vice versa Will got honest when Charlamagne asked him a question we’ve all been lowkey wondering for some time now: were you jealous knowing your wife was in love with another man — Tupac at that?! Being very transparent with his answer, Will responded with an unfiltered “Fuck yeah,” following up by stating, “that was a big regret for me too, because I could never open up to interact with Pac.”

Read his full response to The Breakfast Club below:

“[Me and Tupac] had a little bit of a thing because [Tupac and Jada] grew up together, and they loved each other, but they never had a sexual relationship. But, they had come into that age where now that was a possibility, and then Jada was with me. Pac had a little thing on that, but she just loved him! He was the image of perfection, but she was with “The Fresh Prince.”

— Will Smith

It has been on the mind of fans and critics for years about what Will Smith’s thoughts have been. There is also speculation that Will Smith blocked Jada from appearing in the “California Love” music video and more.

Now there has been a little more clarity on what was on Smith’s mind and he was surprisingly honest about his feelings on the whole ordeal. “I was deeply, deeply insecure, and I wasn’t man enough to handle that relationship.”