Will Smith recently told The Breakfast Club that he was really jealous of his wife’s close friendship with late great rapper Tupac Shakur.
Co-host Charlemagne tha God boldy asked Smith about him and Jada Pinkett’s early days of dating and how her very close friendship with Tupac affected him. He quickly admitted to being jealous of Pac and went on to explain how this prevented him from ever having a relationship with the rapper.
“F**k yeah,” Smith responded after he was asked if he was ever jealous of the love Pinkett had for Tupac. “That was in the early days. That was a big regret for me because 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.”
“She just loved him like he was the image of perfection but she was with the Fresh Prince,” he continued. “[Me and Pac] we 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.”
Smith went on to explain that his wife constantly encouraged him to talk to Tupac because of her perceived commodities between the two.
To this day, Will says not forming a relationship with Tupac was a “huge regret” and attributed it to insecurity.
“I was the soft rapper from Philly and he was Pac!,” said Smith. “I was deeply insecure. I wasn’t man enough to handle that relationship.”