Will Smith has admitted that he was “deeply insecure” about wife Jada's relationship with Tupac back in the 90s. Jada and Tupac grew up together in Baltimore. During a radio interview, when asked if he ever felt insecure about their friendship, Will 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. 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. 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 also revealed that Jada told him that he and Pac had a lot in common. He said, “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’ . . . I was deeply, deeply insecure. I wasn’t man enough to handle that relationship.”

Bad Boys For Life hits theatres this weekend.