The likelihood of Rick Ross's settling down with a wife is slim, as the Grammy-nominated artist casually stated in a recent interview. However, Rick Ross' dating history includes one broken engagement.
Rick Ross has been through a health scare, an alleged drive-by shooting, an ugly beef with 50 Cent, and many court battles. All of which were more public than his romantic relationships.
The musician is slick in dodging questions about his love life, as one radio host found out then she tried to trick him into confirming a relationship through a game.
Rapper Rick Ross performs onstage during the Legendz Of The Streetz tour at State Farm Arena, on April 1, 2022, in Atlanta, Georgia. | Source: Getty Images
Lira Mercer Was Almost Rick Ross' Wife
Rick's aversion to getting married extends to playing the popular hypothetical game where given three names, and you have to say which person you would sleep with, marry, or dump.
Going on "The Morning Hustle" in December 2021, the record label boss subverted all attempts of one of the hosts to play the game. At one point, he calmly said that "there's a good chance" that he will "never be married."
He admitted that relationships always have a "phenomenal" start, but few women can handle his schedule. Asked if he could modify his workload when he is with someone, he responded, "I've never considered that."
Rick Ross (L) and fiancee Lira Mercer attend the BET Hip Hop Awards 2015 presented by Sprite at Atlanta Civic Center on October 9, 2015 in Atlanta, Georgia. | Source: Getty Images
A few years ago, the father of five was more hopeful about his chances of becoming a husband. In September 2015, the then-39-year-old rapper proposed to Lira Mercer with a ring from the jeweler Gabriel Jacobs of Rafaello & Co, reportedly worth $350 000.
The 21-year-old influencer and glamor model showed off an emerald-cut diamond ring in a post she partly captioned that she was forever his and tweeted that it was the happiest day of her life.
Gabriel also shared a photo of Lira and Rick's blinged-out hands, congratulating them on the engagement even though the hip-hop mogul did not comment.
By December of that year, the engagement was off, and the 11-karat diamond sparkler was back in the "Stay Schemin'" rapper's possession. A day after the breakup, the model posted a photo still wearing the engagement band, but TMZ got confirmation that it was an old snap.
Born in Houston, Texas, on August 31, 1993, Lira has been linked to NBA players Lance Stephenson and Patrick Beverley and reportedly dated Drake.
Lastonia Leviston (right) leaves Manhattan Supreme Court after winning $6 million in her lawsuit against rapper 50 Cent on Friday, July 10, 2015. | Source: Getty Images
Among Rick Ross' Failed Relationships Include the Three Mothers of His Children
Fans can explore Rick Ross' relationships through the significant presence of three women in his life, who collectively have given birth to five of his children. The record boss' firstborn is Toie Roberts, with his ex Lastonia Leviston. Lastonia won a lawsuit against 50 Cent for posting their sex tape online during his beef with her ex Rick.
The rapper did not respond to a point-blank question on the radio about whether they are dating.
He dated Tiallondra "Tia" Kemp for two years in the early 2000s. She had a child with him, William Leonard Roberts III. Internet personality and real estate investor Briana Camille dated the "Hustlin'" hitmaker between 2016 and 2019. During that time, they had two children, Berkeley Hermes Roberts and Billion Leonard Roberts, and a third, Bliss Roberts, born after they had split.
Rick Ross and Briana Camille attend Toie's Royal Court: Super Sweet 16 at Versace Mansion, on April 7, 2018, in Miami, Florida. | Source: Getty Images
Tanzania socialite Hamisa Mobetto and Rick spent time together in Dubai in November 2021. They had a flirty relationship on social media, and Hamisa even asked him when they would get married as her mother was waiting for the bride price of cattle.
One connection that turned out to be pure speculation was Joseline Hernandez, which started when a photo of him holding her thigh intimately at his 40th birthday bash went viral. He denied that there was anything between them.
Rick Ross Dating Is Currently Comedian and Actress Pretty Vee
"Success looks good on us," Pretty Vee partially captioned a collection of photos with Rick on December 12, 2021, in his mansion as they wore coordinated Versace robes. The rapper did not respond to a question on the radio about whether they are dating, saying the "Wild 'N Out" actress would respond.
The funny woman was born Vena Excell in Miami, Florida, on October 13, 1991. Her TikTok content gained popularity in 2019, with over 300 000 followers, and she has a community of over 6 million on Instagram.
Pretty Vee attend "Pretty Stoned" private Atlanta viewing at IPIC Theater, on April 19, 2023, in Atlanta, Georgia. | Source: Getty Images
A little under a year after the post of Pretty Vee and Rick in robes, the actress confirmed on a talk show towards the end of 2022 that they were in a relationship. She said that the quality that most attracted her to him was his leadership: "I like guys who lead."
The two had fueled speculation of their entanglement at the 2022 BET Awards when the comedian hosted the pre-show with Terrance J. On the red carpet, Rick kissed her on the cheek, to which she responded, "My bae."
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