At 27 years old, Jaden Smith remains one of Hollywood’s most intriguing figures. The son of Will Smith and Jada Pinkett Smith has carved out his own identity through boundary-pushing music, bold fashion, and an artistic worldview that defies labels.
But in 2025, it isn’t just his music or style making headlines—it’s his romantic life. After being photographed in Ibiza with model Khleopatre in August 2025, fans are buzzing about whether she’s his new girlfriend and where she fits into his dating history.
Let’s dive into Jaden Smith’s past and present relationships and explore every major romantic chapter that has shaped his journey.
Jaden Smith’s Romantic History: A Timeline of Creativity and Connection
Over the years, Jaden has dated—and been linked to—artists, actors, models, influencers, and creatives who mirror his unconventional spirit. Below is a full breakdown of the key relationships that define his dating life.
Early Years: Madison Pettis & Stella Hudgens
Jaden’s earliest dating rumors began when he was still a young teen.
Madison Pettis (2010–2011)
Best known for Cory in the House, Madison and Jaden spent time together at events and appearances. Their connection seemed sweet and age-appropriate, but like many early Hollywood friendships, it faded naturally as both built their careers.
Stella Hudgens (2011–2012)
Stella, the younger sister of actress Vanessa Hudgens, was the next name tied to Jaden. Their time together appeared casual and fun, rooted in shared social circles. The relationship never became serious, but it marked another early chapter in his Hollywood adolescence.
Kylie Jenner: The High-Profile Friendship Everyone Questioned (2013)
Jaden and Kylie Jenner sparked dating rumors throughout 2013.
They were frequently photographed together, attending events, hanging out in Los Angeles, and showing the kind of closeness that fueled speculation.
Neither ever confirmed a romance, and to this day they are described as long-time friends who bonded while growing up in the public eye.
Sofia Richie: Jaden’s Longest Running Connection (2012–2020, on and off)
Jaden’s longest and most notable early relationship was with Sofia Richie, model and daughter of Lionel Richie.
Their relationship spanned several years with on-and-off phases from their teens into adulthood. They attended events together, supported each other’s creative pursuits, and maintained a unique synergy that fans adored.
Although they eventually split, the bond left a memorable impression on both their lives—and on fans who grew up watching their romance evolve.
Sarah Snyder: The Fashion Power Couple (2015–2017)
Jaden and model Sarah Snyder formed one of his most fashion-forward pairings.
They were staples at events like New York Fashion Week, known for coordinated outfits and edgy style. Their social media presence made them a standout couple, and their shared interest in art and design made the relationship feel electric.
Their breakup in 2017 reportedly stemmed from lifestyle differences, but they remain one of Jaden’s most iconic pairings.
Odessa Adlon: A Brief but Meaningful Romance (2017–2018)
In 2017, Jaden was linked to actor Odessa Adlon.
They were spotted together at events and were seen enjoying casual outings. The relationship didn’t last long, and by 2018 they had gone their separate ways. Even so, fans took note of their chemistry and creative compatibility.
Tyler, the Creator: The Viral Moment That Sparked Speculation (2018)
One of the most talked-about moments in Jaden’s dating history came in 2018, when he told a crowd during a performance that he was dating Tyler, the Creator.
He later repeated the claim online, though Tyler responded with humor and ambiguity.
Despite the media buzz, nothing suggested a real romantic relationship. Instead, the moment is remembered as an example of Jaden’s playful unpredictability and close friendship with Tyler.
Cara Delevingne: A Valentine’s Day Spark (2021)
In 2021, Jaden and model-actor Cara Delevingne were photographed together on Valentine’s Day. Jaden was seen giving Cara a bouquet of roses, which immediately sparked romance rumors.
Their connection seemed brief and possibly platonic, but the images captured fans’ imaginations. Their shared backgrounds in fashion and activism made them a compelling pairing, even if short-lived.
Sab Zada: Jaden’s Most Significant Recent Relationship (2020–2024)
Jaden’s relationship with influencer, model, and musician Sab Zada—also known as Pasabist—was one of his deepest.
They were first photographed holding hands in September 2020, and over the next four years they built a relationship admired by fans around the world.
Highlights of their relationship included:
- A strong creative bond
- A red carpet debut in 2024
- Public affection on social media
- Sab describing Jaden metaphorically as “a rainbow in human form”
Jaden’s 2024 album, A Case Study Of The Long Term Effects Of Young Love, was heavily inspired by their connection and eventual heartbreak. Songs on the project reflected emotional vulnerability, hinting at the depth of the relationship.
By late August 2024, signs pointed to a breakup. They stopped appearing together publicly, and both posted content that suggested emotional processing. The split was never officially confirmed, but fans widely accepted it as the end of an era.
Khleopatre: A Possible New Love in 2025
In August 2025, Jaden was photographed in Ibiza with Instagram model Khleopatre.
Photos showed them sharing affectionate moments, including a kiss while swimming near a yacht. The images rapidly circulated online, sparking rumors that Khleopatre might be Jaden’s new girlfriend.
Neither Jaden nor Khleopatre has confirmed a relationship, but the chemistry in the photos suggests the start of a new chapter. For fans still processing his breakup with Sab Zada, this moment signaled that Jaden may be moving forward emotionally.
Addressing Other Rumors and Fan Theories
As a public figure with millions of fans, Jaden is no stranger to speculation.
Here’s what is not supported by evidence:
- No confirmed relationship with BLACKPINK’s Rosé
- No girlfriend rumored to be pregnant
- No hidden relationship tied to recent film projects or beach sightings
Much of the online chatter is just that—chatter.
How Jaden Approaches Love
Jaden’s dating life consistently reflects who he is as an artist—emotionally open, experimental, and deeply connected to creativity.
He has never shied away from expressing feelings of love, heartbreak, vulnerability, or healing through his music.
His relationships often align with individuals who share his artistic passions, suggesting that Jaden is drawn to people who inspire him creatively and personally.
Why Fans Care So Much
Jaden grew up in the spotlight, but he also carved a unique lane through music, fashion, and activism.
Fans are fascinated with his love life because:
- His relationships often inspire his music
- He dates creative, high-profile people
- He expresses emotions openly
- His dating life reflects his evolution as an artist
From Sab Zada’s inspirational presence to Khleopatre’s recent appearance, fans follow each chapter with curiosity and support.
Conclusion
Jaden Smith’s dating history is a vibrant blend of creativity, passion, and emotional growth. From early connections with Madison Pettis and Stella Hudgens to meaningful relationships with Sofia Richie and Sab Zada, each chapter has shaped him into the artist he is today.
His recent moments with Khleopatre in 2025 hint at a new beginning—one that fans are eager to watch unfold.
As always, Jaden continues to live, love, create, and evolve in a way that is uniquely his own.