Kenny Smith, widely known as "The Jet" from his illustrious NBA career and his insightful commentary on TNT's Inside the NBA, has navigated a notable romantic journey in the public eye. While celebrated for his basketball prowess and sharp wit, his personal life, particularly his relationships, has also garnered attention. Smith's romantic history spans two marriages, each bringing different dynamics and public visibility, along with more recent, unconfirmed dating rumors.
Smith's first marriage was to Dawn Reavis, a relationship that began relatively early in his professional life. The couple exchanged vows on July 10, 1990, during Smith's playing career. Their union resulted in two children, a son named Kenneth Jr., and a daughter, Kayla.
This first marriage was largely kept out of the intense media spotlight that often follows celebrity relationships, reflecting a more private period in Smith's life. After nearly fifteen years together, Kenny Smith and Dawn Reavis made the decision to part ways, with their divorce finalized on May 5, 2005. The specific reasons for their separation were not widely publicized, maintaining the private nature of their relationship's conclusion.
Following his divorce from Dawn, Kenny Smith met Gwendolyn Osborne, an accomplished English model and actress known for her appearances on The Price is Right. They reportedly connected at a charity event in 2004, and their relationship quickly blossomed. The couple tied the knot in September 2006, embarking on a highly public chapter of Smith's romantic life.
Their marriage saw the addition of two more children to Smith's family: a son, Malloy Adrian Smith, and a daughter, London Olivia Smith. Kenny also embraced a stepfather role to Gwendolyn's daughter from a previous relationship, Monique, creating a blended family. The family's life was even chronicled in a reality television show, The Smiths, which aired on TBS in 2015, offering viewers a glimpse into their daily dynamics and shared experiences.
Despite their public appearances and shared family life, Kenny Smith and Gwendolyn Osborne-Smith announced their separation, with their divorce being finalized in 2018 after twelve years of marriage. According to reports, the divorce settlement included Kenny Smith paying Gwendolyn Osborne-Smith a reported $1 million, along with $16,000 per month in child support until 2028.
Gwendolyn Osborne publicly stated that no one was to blame for the end of their marriage, emphasizing their mutual focus on co-parenting their children respectfully. > "We're very happy together," the actor said in a recent interview. This amicable approach to their separation highlighted their commitment to their children's well-being despite the end of their romantic partnership. Their ability to maintain a cordial relationship post-divorce has been noted by various media outlets.
In the years following his second divorce, Kenny Smith has been the subject of various dating rumors, though none have been officially confirmed. In 2023, he was reportedly spotted in Miami with Brazilian model Aline Bernardes, sparking speculation about a new romance. However, both parties remained silent on the nature of their relationship, leaving it to public conjecture.
More recently, in 2024, rumors circulated about Kenny Smith potentially dating Croatian minor celebrity Tia Jurcic. These reports emerged after social media activity suggested a connection, but similar to the Aline Bernardes situation, no official confirmation has been made. As of now, Kenny Smith is widely reported to be single, maintaining a relatively private stance on his current romantic status.
Kenny Smith's romantic journey reflects a progression from a more private early marriage to a highly public second union, followed by a period of unconfirmed speculation. Throughout these relationships, his dedication to his children has remained a constant. While his professional life as an NBA analyst keeps him in the public eye, he has largely managed to keep the intimate details of his romantic life out of the headlines, focusing on family and career.