Amid headlines emerging on her past relationship, it seems Larsa Pippen has figured out the solution is some away time with Jeff Coby. TMZ first spotted them at DBC Fitness’s January anniversary bash. And four months later, their bond shows no signs of cooling. But even with a fresh chapter unfolding, the shadow of past relationships still lingers. This time, however, it’s not Marcus Jordan making headlines.

Attention, however, has shifted back to one of the most controversial chapters in her dating history. Her short-lived romance with former NBA star Malik Beasley in 2020. When Larsa opened up about that moment on The Jason Lee Show, she didn’t hold back. “I had COVID brain. I just had COVID… Was stuck in my house, I hadn’t gone anywhere. He was there. He was like, on me.” Candid as ever, she labeled the relationship a “mistake”—something she’s clearly ready to move on from. However, it seems Pippen has found that the best way to get away from all these supposed mistakes of the past is to have some time away with Jeff Coby. And the Real Housewives of Miami star is doing just that.

“We are headed on a little trip,” Larsa shared through an Instagram story. The story captured her and Jeff boarding a private jet. Over on Coby’s end, he posted a cozy picture of the two cuddled up under a blanket, showing they’re enjoying every moment together. This follows their red‑carpet debut at The Accountant 2 premiere on April 16, 2025. It was their first public appearance following a steamy make-out session in a parking garage. This only made it clear their relationship had gone public.

Since then, their relationship has accelerated. Jeff Coby, 31, recently made headlines of his own by revealing some big news: “We’re getting married November 2025. It’s gonna be a beautiful marriage.” Although they haven’t confirmed an engagement just yet, their growing list of public moments and affectionate gestures suggests they’re taking things very seriously. However, the ghosts of the past keep appearing for Larsa in one way or another.

Larsa Pippen’s dating past resurfaced in 2023, standing next to her son

Larsa Pippen’s dating past resurfaced in 2023 in the most unexpected way. By standing right next to her son, figuratively speaking. It all dates back to late 2020. Photos of Larsa Pippen strolling hand‑in‑hand with then‑Minnesota Timberwolves guard Malik Beasley in a Miami mall sent shockwaves through sports and reality‑TV circles. At the time, Beasley had been married just months earlier, on March 5, 2020, to Instagram model Montana Yao. Yao later revealed she was “completely blindsided” by the affair.

By May 2021, Beasley took to Instagram to plead for forgiveness, posting a throwback photo of himself, Yao, and their toddler son, Makai, and writing, “I’m deeply sorry for my actions… I hurt the ones I love most”. Yao accepted his apology and the pair briefly reconciled, only for her to file for separation again on March 4, 2025, citing “irreconcilable differences”. Though the uproar eventually settled, things took a strange turn again in 2023. Larsa’s son, Scotty Pippen Jr., and Beasley both ended up playing for the Los Angeles Lakers. That twist alone was enough to stir speculation, but Larsa made it clear there was no drama.

On The Jason Lee Show’ in May 2025, Pippen was emphatic: “They never actually played together,” she said of her son and Beasley. “We didn’t have a dramatic fallout, and Scotty respected his mom’s privacy—there was no locker‑room drama”. Her calm clarification undercut tabloid hype and underscored her control over the narrative surrounding both her love life and her family. “They had a conversation when they were on the same team, and it was fine,” she explained. “It wasn’t like we had a really bad breakup.”

Now, Larsa seems focused on a fresh start, hitting the skies with her current love interest, former professional basketball player Jeff Coby.