The dating life of NBA YoungBoy is a roller coaster ride filled with a history of drama, overlapping relationship timelines, and so many pregnancies he makes Nick Cannon nervous. The rapper’s relationship timeline has to be one of the craziest in the industry, featuring multiple women and children, to YoungBoy saying ‘I do’ to his wife. Who exactly has the rapper been involved with over the years?
NBA Youngboy, born Kentrell DeSean Gaulden, is known for his multiple relationships, with these timelines seeming to suggest he might not have been monogamous. Although known for his unique rapping style, he is more than a rapper. Beyond the music, he is a partner, a husband, and a father (many times over).
This article gives a deep dive into the NBA YoungBoy dating history with his previous partners, when they met, and how each relationship timeline unfolded.
NBA YoungBoy Relationship Timeline: Ex-Girlfriends and Baby Mamas
Nisha Keller
Nisha Keller and YB got involved as teenagers and have been in an on-and-off relationship. In 2016, they had their first child together, who is YoungBoy’s eldest child. In 2020, they had their second child. The pair share two children that they raise together, Kayden (son) and Armani (daughter) Gaulden.
Jania Meshell
Jania Meshell and YoungBoy dated between 2017 and 2018. In 2018, they welcomed a son, Kacey, also known as Draco. The model, and influencer for brands like Fashion Nova, has shared that the coparenting situation with the rapper makes her anxious. She also had a child for NBA star Dejounte Murray. Following her breakup, she wants to focus on herself and two kids. She posted,” This era is all about Jania; I don’t want to date anybody.”
Drea Symone
The lifestyle content creator dated the rapper back in 2020. She has two kids, one of whom she shares with YB. She describes Kobi, her daughter with YB, as a “fevern Dream.” The YouTube influencer with 7.5k followers has turned into a TikTok influencer with 57.6k. She once posted about how YB was not acting right and being a good father to his daughter.
Iyanna “Yaya” Mayweather
Iyana also known as Yaya, is the daughter of Floyd Mayweather. Yaya and YB dated between 2018 and 2020. Their relationship was full of ups and downs, with loads of drama. During their first break, YB went on to date Dej Rose Gold, an ex of Kodak Black. In a 2019 single, YB accused Yaya of slashing his car tires in a diss titled “Dirty Iyanna,” a tribute to Michael Jackson’s “Dirty Diana.”
In addition, she was involved in a stabbing incident in April 2020, after Lapattra Lashai Jacob and her got into a physical altercation over YB. Later that month, YB, as a sign of his love, incorporated her into his album cover, 38 Baby 2. Yaya ultimately pleaded guilty and received probation after her 2022 sentencing. Her attorney, Kent A. Schaffer, said in a statement, “We resolved the case by entering into an agreement with the state whereby Iyanna will not go to prison or have a felony conviction if she stays out of trouble for the next six years.” By September 2020, Yaya was pregnant with NBA YoungBoy’s seventh child and gave birth to Kentrell in January 2021.
Jazlyn Mychelle (his wife and current partner)
In 2023, YB wedding plans came as a shock to many. The “Bad Morning” artist shared he was ready to take the next step in his relationship with Jazlyn who was his gf of three years with two kids at the time.
He locked her down with a 30-carat engagement ring in early 2022 from Shyne Jewelers, which was reportedly valued at over $1,000,000.
During his jail term, his partner was by his side after he was sentenced for gun possession in Utah for 23 months. However, he was released by a presidential pardon by Trump in May 2025.
Youngboy and Jazlyn are reportedly expecting their third child together, which is YB’s 13th child, following a hint from YB’s most recent album. The pair confirmed it on Oct 30, sharing a gender reveal party video that showed they are expecting a girl.
In his recent song, the rapper made some statements that raise eyebrows. He raps, “I’m that n***a, I got hella dope / She don’t like that I’m accessible / Now Yaya pregnant, gotta make her get rid of it, this ain’t the time, I told you, ‘No’ / I made you cry, now I feel illiterate, b*tch, I ain’t tryna write no songs,”
Yaya responded and denied the allegations. She affirmed, saying, “Idk where y’all getting this from but I’m not pregnant.” Turns out, the rumors were wrong and his wife is pregnant.
Meanwhile, YB just concluded his Make America Slime Again Tour. The tour was in support of his MASA album and consisted of 42 shows. It started in Sept and ended in November 2025 in Washington.
IMAGE CREDITS: Paras Griffin / Contributor | Getty Images
