Popular Celebrity Men Jada Pinkett Smith Dated Before Her 20+ Year Marriage To Will Smith

Jada Pinkett Smith has been a married woman since 1997. While her marriage to husband Will Smith was once looked at as the pinnacle of Black love and relationship goals, it has had its share of vicissitudes and “entanglements,” if you will. Prior to meeting and falling in love with Will Smith, the Matrix Resurrections star was also romantically linked to some other notable figures. 

Jada Pinkett Smith and Will Smith met while on the set of the popular 90’s sitcom The Fresh Prince of Bel-Air in 1994. Following Will’s split from his first wife, the two began to date. Eventually, the actress became pregnant with their first child, Jaden Smith. At three months pregnant, the couple solidified their marriage on December 31, 1997.  

However, it was revealed years later that Jada Pinkett Smith actually never wanted to be married. The actress shared during a 2018 episode of Red Table Talk that she felt pressured into marrying Will because she was a “young actress” and at the time felt as if she didn’t know what to do. Unfortunately, their wedding day was mired with unfortunate events as the Angel Has Fallen star shared that she fell sick. At the same time, the family described the day as “horrible.”

There was also the drama that surrounded Jada Pinkett Smith and August Alsina. In 2020, the R&B singer and former close friend of the family held an interview with radio personality Angela Yee. He revealed that he and the actress were romantically involved at one point in 2016. The media circus prompted Jada Pinkett Smith and Will Smith to hold a Red Table Talk conversation addressing the “entanglement.” The couple has since moved past the drama, although it would appear that Alsina has not. The singer released a new song on April 4 entitled “Shake The World.” In it, he seems to revisit the entanglement drama with lyrics that mention the Beyonce, Jay-Z, and Solange’s elevator drama while adding, “Well, of course, some s**t is bound to go down when you tangled up with the world’s favorite.”

Another close connection that Jada Pinkett Smith held for many years in her past was with the late rapper Tupac Shakur. Many held the belief that the two were in a relationship, primarily based on the bond they shared. However, Smith has long maintained that they were friends and nothing more. 

Many might not recall, but Jada Pinkett Smith also dated NAACP Image Award-winner Wesley Snipes. Although their relationship was not heavily publicized, the two were reported to be romantically involved in the early 1990s, according to a previous report from ET Online. In addition, there are multiple pictures showing both stars cozied up together on past red carpet events. However, their relationship did not last, and Wesley Snipes went on to marry painter Nakyung “Nikki” Park in 2003.

Another fun fact about Jada Pinkett Smith, she once dated a famous NBA star. According to the actress, she once dated former NBA small forward Grant Hill, who played for the Detroit Pistons, Orlando Magic, Phoenix Suns, and LA Clippers. On a 2018 holiday episode for Red Table Talk, Jada Pinkett Smith answered a question from a fan who asked who her first boyfriend was that she brought home. She responded that it was none other than Hill. 

According to PEOPLE, Grant Hill, currently a co-owner and executive of the Atlanta Hawks, dated Jada Pinkett Smith from 1993 to 1995. At the time, he was enrolled at Duke University, where he led the college’s basketball team to become NCAA champions twice. Following their split, Hill would later meet and marry R&B singer Tamia in 1999. The couple shares two children together.

Jada Pinkett Smith also set the Internet ablaze with the shocking reveal that she once dated her husband’s former co-star Alfonso Ribeiro. During an episode of Red Table Talk in 2018, the actress sat down with her co-hosts, including husband Will Smith, to detail what she believed to be a date with Ribeiro. At the time, she was starring in A Different World while Smith starred with Ribeiro on The Fresh Prince of Bel-Air. Will Smith also seemed unphased as he was privy to the information. 

However, Alfonso Ribeiro quickly offered a rebuttal shortly after Jada Pinkett Smith’s reveal. Taking to Twitter, the actor corrected Pinkett Smith by clarifying that the “date” was actually a lunch with her family when they both appeared on A Different World together. Jada Pinkett Smith responded to his message by saying, “My fault Alf… I thought it was a date,” with a laughing emoji and a heart.

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