Will Smith Admits ‘I Was Deeply, Deeply Insecure’ Of Jada Pinkett Smith’s Connection With Tupac ‘I Just Couldn’t Handle It’

Jada Pinkett Smith, Will Smith, Tupac

Will Smith Admits ‘I Was Deeply, Deeply Insecure’ Of Jada Pinkett Smith’s Connection w/ Tupac ‘I Just Couldn’t Handle It’

While they never had a romantic relationship, Jada Pinkett Smith and late rapper Tupac were clearly goals in one way or another.

And now Jada Pinkett Smith’s husband, Will Smith, said that their connection actually made him insecure at one point.

During a sit-down with “The Breakfast Club” Monday morning (Jan. 13), he was asked if he had ever been jealous of Tupac and Jada Pinkett Smith’s friendship. He unapologetically said:

“Oh, f*** yeah…That was in the early days. That was a big regret for me too ’cause I could never open up to interact with Pac.”

He said he and Tupac actually didn’t get along because of the connection with Jada.

We had a little bit of a thing because 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 that was a possibility and then Jada was with me. So 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.”

He added that they hardly ever spoke, even when in the same room.

“We were in the room together a couple of times, I couldn’t speak to him. And you know, he wasn’t gonna speak to me if I wasn’t gonna speak to him.”

He said that his now wife tried to convince him back in the day that he and Tupac could actually get along, but neither guys were trying to hear it.

“She was like ‘I’m telling you, y’all are so similar. You would love him.’ And I would just never… I’m telling you that was a huge regret of mine. I just couldn’t handle it. I was the soft rapper from Philly and he was ‘Pac’ you know what I mean. I was deeply, deeply insecure. I wasn’t man enough to handle that relationship.”

Do you think Will Smith should have been insecure about Jada’s friendship with Tupac? Tell us in the comments!