We all live with regrets at some time or another. It’s true that all the experiences that we’ve faced have led us to the places we are at this present moment. Some people look back on their lives and can name one or more instances that they would have changed if given the chance. Jermaine Dupri is one of the most accomplished music industry professionals and artists in the world, so it’s safe to assume he’s quite content with the life path he’s been leading. However, during a Q&A on Instagram with Black Love, the So So Def icon shared that he does have at least one regret in the chamber.

Dupri was asked if there were any artists he regretted “passing up on.” He replied, “I regret not trying to do TLC at the same time as Kris Kross. I was only 19- years old at the time and didn’t believe in myself as a person, as someone having the bandwidth to have both artists. I was putting so much energy into Kriss Kross, and I was only giving TLC maybe 30 to 40 percent, not even 50 percent.”

“I felt I was spreading myself thin by trying to provide both of these groups what they needed to become the success they eventually both grew to become,” Dupri continued. “So I eliminated myself from TLC being a group that I actually introduced to the world.” This isn’t the first time Dupri has spoken about his ties to TLC. In March 2019, the famed producer chatted with TV One’s Uncensored about Lisa “Left Eye” Lopes being the inspiration behind Kris Kross’s backward style.

“TLC was my group before they got signed to La Face,” he previously told Uncensored. “Left Eye was living at my house when I found Kris Kross. The backwards clothes came after we started getting more and more songs… The backwards clothes actually came from being around Left Eye. ‘Cause Left Eye was around here trying to cut her sleeves off of every shirt and she had me—I shaved my whole eyebrow off. I only had one eyebrow and I was walking around doing wild sh*t. I had a nose ring. We was just doing whatever we could do to get somebody’s attention.” Check out Jermaine Dupri speaking on his TLC regret below.

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The documentary series, Hopelessly In Love, which first aired on on Lifetime January 4th, has revealed plenty about famous celebrity couples of the past, including the tumultuous relationship between the late TLC rapper, Lisa "Left Eye" Lopes, and football star, Andre Rison, in the 90s. Among the details shared, the truth about Lisa's suspected affair with Tupac, who was friends with Andre, is brought to light, as well as a surprising revelation about Lisa and Tupac's boss at the time, Suge Knight.

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If you haven't seen this @lifetimetv documentary #HopelesslyInLove about #AndreRison and #LeftEye relationship. Y'all need to check it out asap! This is a great documentary. Check out this clip, I had no idea about the Grammy incident with #Tupac, Andre Rison and Left Eye. Suge Knight also confirms his relationship with Left Eye as well. And Andre Rison talks about turning down marrying Left Eye because he still had questions about Tupac and Left Eye relationship.

A post shared by The Art Of Dialogue (@theartofdialogue) on Jan 7, 2020 at 4:08pm PST

The documentary discusses how Lisa and Andre were in an "on-and-off relationship," and would "fight often"  and "break up for months." All parties, including Andre, wholeheartedly agree that Lisa was in love with Tupac, calling him "her soulmate" and noting that "if Tupac was willing to go there, then Lisa would have definitely dated [him]." However, despite countless suspicions over the years, everyone in the documentary confirms that Lisa never slept with Tupac. Though Andre, who "knew how Lisa felt about Pac," claimed that "Lisa would always deny that she slept with Pac, and I still didn't believe it," another interviewee insists that "Tupac told Lisa in the very beginning, 'Never let me sleep with you,' and they stood by that."

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However, after Tupac's death in 1996, "Lisa was devastated." Though she and Andre got engaged, she quickly called off the wedding, and the two went their separate ways for good. When Lisa wanted to leave TLC and go in her own creative direction, she approached Suge Knight at Death Row Records, and they started working together. However, Suge reveals that their relationship was more than just professional. "...it was a sexual relationship, I had major love for her...I cared for her," he revealed. Andre confirms that Lisa "had relations with Suge...and that's just messy." Messy, indeed.