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Are Will and Jada Pinkett Smith Better Together or Better Apart?

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Will Smith and Jada Pinkett Smith—Hollywood’s OG “it” couple—have been keeping us on our toes for decades, and it seems they’re still not done with the plot twists. 

After tying the knot in ’97 and sharing everything from love to heartbreak, the pair dropped a major bombshell last year when Jada revealed in Worthy that they’d actually been separated since 2016. Still, they’re not exactly acting like typical exes.

Just recently, they were spotted together at Crossroads Kitchen in Calabasas—a place that has celeb energy, partly thanks to co-owner Travis Barker. 

But they weren’t dining solo; they brought along none other than Jay Shetty, the life guru and love expert himself, which sent fans into even more of a spiral. Why? 

Because this wasn’t just an “amicable exes” vibe. Will and Jada were giving off major “still something here” energy, like two people who aren’t ready to fully let go, TheyGossip.com reports.

For years, they’ve defied all the traditional relationship labels, redefining what it means to commit and “figure it out” their way. 

So, is a true reconciliation on the horizon? I’ve got my eye on this story and am ready to do a deep dive to see what’s really going on. 

Is there a chance they’ll get back together for good, and if so, why should (or shouldn’t) they take that leap? Let’s get into the reasons that could make—or break—their next chapter.

All The Reasons Why Jada and Will Should Get Back Together

I’ve come up with three solid reasons why these two should really consider giving their relationship another shot, so let me explain!

Jada and Will

Their Long-Standing Relationship 

Will and Jada have spent over 25 years as a couple, which is an eternity in Hollywood. They first met in the early 1990s on the set of The Fresh Prince of Bel-Air (Jada auditioned for the role of Will’s on-screen girlfriend but was deemed too short for the part). 

Though she didn’t land the role, it was the beginning of something far more meaningful. They started dating in 1995 and quickly became known for their chemistry, mutual admiration, and shared love for challenging traditional norms.

Their journey is packed with iconic moments, from family red-carpet appearances to supporting each other’s careers through thick and thin.

They Are Parents and Co-Partners 

Will and Jada aren’t just partners in marriage; they’re co-parents to Jaden and Willow, both of whom have flourished under their parents’ progressive approach to parenting. 

The Smiths have emphasized creative freedom, self-expression, and open-mindedness, helping shape their kids into successful artists and thinkers in their own right. 

The two also run Westbrook Inc., a multimedia company they co-founded, which produces everything from films to social media content, showing how closely they align professionally.

Will and Jada Pinkett separated in 2016 and have been trying to rebuild their relationship ever since

They Have Done A Lot of Self-Healing 

In recent years, Will and Jada have been open about their personal growth journeys. 

Will’s 2021 memoir, Will, revealed his struggles with identity and vulnerability, while Jada’s Red Table Talk has served as a platform for both her and Will to discuss their relationship honestly, including their notorious “entanglement” phase. 

This commitment to self-healing has been central to their journey, and it seems to show that they’re more aligned than ever in terms of personal values and self-awareness—factors that could make a reconciliation not just possible, but transformative.

All The Reasons Will and Jada Should Not Get Back Together 

Redefining Partnership

Will and Jada have spoken about redefining their relationship as more than just husband and wife. In interviews, Will has referred to Jada as his “life partner,” and Jada has described their relationship as a “journey of growth” rather than a static union. 

By remaining legally married but separated, they have the flexibility to prioritize individual fulfillment while maintaining a close, supportive bond.

Avoiding Past Cycles

In Worthy, Jada revealed that she had once considered divorce but ultimately chose to work things out. 

However, the separation in 2016 allowed both of them to break free from some of the toxic cycles they’d found themselves in. 

Some of Will and Jada’s happy moments

Staying separated gives them the space to create healthy boundaries that a formal reconciliation might disrupt. 

This choice could help them keep a strong connection without relapsing into old patterns that once strained their relationship. 

Elsa Gecaj
Elsa Gecaj
Elsa is a Gossip Columnist at TheyGossip news. She holds a Master's Degree in Journalism and Mass Communication from the University of Pristina, specializing in investigative journalism, and fact-checking. She’s a reporter who enjoys covering about intimate relationship, celebrity news, and entertainment news. Besides her passion for journalism, she enjoys practicing yoga, singing along to her favorite songs, and painting landscapes. contact: elsa-gecaj@theygossip.com

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