When The Breakfast Club asked Will if he was jealous of Jada and Pac, who met in high school and remained close until his death, Will responded, “F— yeah.”
He does, however, regret not ever trying to establish a relationship with the late icon. “That was a big regret for me too because I could never open up to interact with Pac,” he said. “You know, because we had a little bit of a thing. You know, they grew up together and they loved each other, but they never had a sexual relationship.”
“They had come into that age where now that was a possibility and then Jada was with me,” he continued. “So 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.”
Will never approached Pac, but Jada encouraged the relationship because she said the two were “so similar.”
“I couldn’t handle it. I was the soft rapper from Philly and he was Pac,” Will added, before concluding, “I was deeply, deeply insecure, and I wasn’t man enough to handle that relationship.”
Watch the interview below.