Will & Jada's EPIC Dating History

Will and Jada Pinkett Smith have had quite the nearly 30-year marriage

We're counting down the extreme dating history of Will and Jada as voted on by you, the viewer

In Will Smith's new memoir, Will, he recalled his teenage years and a woman named Melanie Parker

She was one of his first girlfriends when he was 16. While Will was on a two-week tour, Melanie was unfaithful, which put Will into a downward spiral

He said he relied on homeopathic remedies and rampant sexual intercourse in order to make himself feel better

After their final breakup, Will never talked to her again, despite the fact that over the years he's tried to reach out to her

Jada Pinkett Smith and Tupac Shakur attended the Baltimore School of Arts together in the 1980s

In an interview in 2020, Will Smith admitted Jada's friendship with Tupac made him jealous

He said, That was a big regret for me. They grew up together, but they never had a sexual relationship

But now they had become into that age where that was a possibility, and Jada was with me

I was deeply insecure, and I wasn't man enough to handle that relationship. In 2021, on what would have been Tupac's 50th birthday, Jada shared a never-before-seen

poem that the rapper had written for her. Will Smith's first wife was Cherie Zempino, who he first met on the set of A Different

World in 1991. He was originally there to meet the young actress Jada Pinkett but was smitten by Cherie They married in 1992 and she gave birth to their son Trey that same year Jada had Cherie on her red table talk show and Jada admitted that she once gave Cherie attitude and

will let her have it. Jada said his take was that's Trey's mother and that's just not your place

Regarding their divorce she said I left because I was unhappy. It's really that simple. I'm grateful

for the relationship that we have. It's loving. It's healthy. Our children love each other. It's

respectful. In 2009, Jada Pinkett Smith was starring on the medical drama Hawthorne opposite

Mark Anthony. Rumors surfaced that Jada and Mark had a thing, which would lead to Jada leaving Will

But both Will and Jada shot the rumor down. Though Jada and Mark never had a full-blown romantic

affair, a source told Us Weekly that the two had an inappropriately close friendship. They said

they were a little touchy and like they were in their own little world, adding that they often

hung out alone in his trailer. The fact that Mark's marriage to Jennifer Lopez was falling

apart around the same time didn't help the rumors any. In a 2021 GQ profile, Will Smith admitted

that he once confessed to an intimacy coach that he wanted a harem of girlfriends. When the intimacy

coach pressed Will on the girlfriends, he admitted that he wanted Halle Berry and dancer Misty

Copeland to be included. In the interview, Will said, I don't know where I saw it, or some f**

as a teenager but the idea of traveling with 20 women that I loved and took care of and all that It seemed like a really great idea And then after we played it out a little bit I was like that would be horrific I was like can you imagine how miserable

In the end, the coach helped Will see that having thoughts of other women while married

was normal. In 2008, Will Smith starred opposite Charlize Theron in the superhero movie, Amcock

Their on-screen chemistry led to rumors that they also had off-screen chemistry

This rumor wasn't helped by Charlize saying that they immediately hit it off

She said, We didn't get the chance to work much together, and yet it took us all of about five minutes to really fall madly in love with each other

She also added, We just hit it off instantly, and we're always messing around

There was something about me and him. We're very similar people. Starting in 2018, Will Smith began creating videos with YouTuber Liza Koshy

After the reveal that Will and Jada are free to date other people, fans began to speculate that there was something between Will and Liza

especially after she broke up with her boyfriend, David Dobrik. While they may or may not be dating, Will and Liza do have a relationship

In December 2020, she signed a deal with Will and Jada's production company, Westbrook

Regarding the deal, Will said, On an episode of Red Table Talk Jada Pinkett Smith revealed that she once dated former NBA player Grant Hill A viewer asked who was the first boyfriend that each of the hosts brought home to their families for the holidays and Jada said Grant Hill Jada quickly followed up with the frank response by reminding everyone

of Grant's wife, Tamiya. She said, happy holidays, yes, happy holidays to that beautiful couple

Will Smith and Margot Robbie both starred in the 2015 movie Focus. Margot told E! News

he's got this really lovely breath spray. It tastes like Christmas. It's like he's just

eating a candy cane. While they promoted the film, Will admitted that Jada commented on Margo's

attractiveness. Will recalled, when Margo got hired for the gig, Jada saw that Margo was young

and hot and in shape. She said, boy, don't embarrass me. Get in shape now. She was like

do not let that girl smash you on screen. Margo and Will both shot down the rumors that there was

anything between them. In July 2020, Jada Peekett-Smith revealed that she had a relationship

with R&B singer August Alzina while separated from Will Smith. Jada first met August in 2015

when they were both performing at the Wireless Festival in London. Two years later, Jada and August attended the BET Awards together

In 2018, August appeared on Red Table Talk to discuss his issues with alcohol, sex, and drug addiction

Jada introduced him as a dear family friend. Then in June 2020, while promoting his new album, The Product 3, State of Emergency

August said he gave years of his life to Jada in a romantic relationship with Will's Blessing

It didn't take long from there for Jada to admit the truth