NBA YoungBoy’s dating life can be likened to a roller coaster, brimming with drama, intertwined timelines, and an impressive number of children that draw comparisons to figures like Nick Cannon. Known primarily for his distinctive music, the rapper, born Kentrell DeSean Gaulden, has simultaneously navigated a complex personal life that includes multiple relationships, partnerships, and fatherhood.
His relationships span from teenage romances to turmoil-filled encounters, revealing a history that has kept fans keenly interested. Here’s a closer look into NBA YoungBoy’s dating history, detailing his significant relationships and their developments.
Nisha Keller is one of YoungBoy’s earliest partners, as they began dating as teenagers. The couple has two children together, Kayden and Armani Gaulden, marking their relationship with a consistent history despite ups and downs.
Jania Meshell entered the scene between 2017 and 2018, where they welcomed their son, Kacey, also known as Draco. Although Jania has expressed anxiety about their coparenting, she has now shifted her focus to self-improvement and her children following their breakup.
In 2020, Drea Symone began dating YoungBoy, sharing a daughter named Kobi together. At one point, Drea noted the struggles YoungBoy faced in fulfilling his parental role.
Iyanna “Yaya” Mayweather, the daughter of boxing star Floyd Mayweather, had a tumultuous relationship with YoungBoy from 2018 to 2020. Their connection was marked by drama, including a notable incident where Yaya was involved in a physical altercation over YoungBoy. Despite the chaos, Yaya gave birth to their son, Kentrell Jr., in January 2021. She recently responded to rumors about another pregnancy, clarifying that she is not expecting, even as YoungBoy’s current relationship is blossoming.
In what might seem like an unexpected turn, YoungBoy married Jazlyn Mychelle, his girlfriend of three years, after presenting her with an extravagant 30-carat engagement ring valued at over $1 million. Jazlyn stood by him during his incarceration and they are reportedly expecting their third child, marking YoungBoy’s 13th child overall. A recent gender reveal confirmed that they are expecting a girl.
Recent lyrics from YoungBoy have raised eyebrows, with specific allegations regarding Yaya’s pregnancy status. Despite his raps stirring speculation, the reality is that he and Jazlyn are indeed expecting again, underscoring the complexities of his romantic narratives.
YoungBoy recently concluded his “Make America Slime Again” tour in support of his “MASA” album, showcasing his talents and resilience. The tour featured 42 shows, running from September to November 2025, ending on a high note in Washington.
Through the myriad of relationships and personal challenges, one thing is clear: NBA YoungBoy continues to navigate his world with a mix of creativity and turbulence, contributing to his status as one of the most discussed figures in modern hip-hop culture. His journey reflects not only his musical evolution but also the twists and turns of personal connections in the public eye.