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If you haven’t been keeping tabs on the Smith family lately, you’re basically looking at a completely different landscape than the one from five years ago. People usually jump straight to Jaden when they think about will smith son now, but the reality is that both Jaden and his older brother Trey are currently operating in spaces that feel miles away from the "Fresh Prince" shadow.
Honestly, the transformation is a bit wild.
Jaden Smith: From "Icon" to Luxury Creative Director
By 2026, Jaden Smith isn't just a "celebrity kid" who makes experimental music. He’s actually a legitimate power player in the high-fashion world, and not just as a model. In a move that caught a lot of people off guard, Jaden was appointed the Men’s Creative Director for Christian Louboutin in late 2025.
It wasn't just a honorary title for the sake of PR.
He’s actively overseeing four collections a year, focusing on shoes and leather goods. If you saw his debut at Paris Fashion Week in January 2026, you know he’s leaning hard into a "surrealist" aesthetic. We’re talking about a guy who showed up to his own appointment announcement covered in red face paint and football pads. He’s 27 now, and his vibe has shifted from the philosophical, slightly confusing tweets of his teens to a very deliberate, art-focused career.
Music hasn't totally taken a backseat, though. He recently dropped a project titled 2025: A Surrealist Ball or Elephants Reflecting Swans. It’s as avant-garde as it sounds.
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The track "RED CLOAKS" featuring Rich The Kid basically acted as the bridge between his new corporate fashion gig and his hip-hop roots. He’s trying to do what Pharrell did at Louis Vuitton, but with a younger, weirder edge. It's working for him. His brand MSFTSrep is still alive too, but it’s moved its production to Italy and is trying to position itself as a sustainable luxury line rather than just "merch."
The Quiet Dominance of Trey Smith
When people search for will smith son now, they often overlook the oldest, Trey. While Jaden is in Paris wearing wire headpieces, Trey has built a life that’s remarkably grounded.
He’s 33.
Most of his time these days is spent behind the scenes in music and digital media. Unlike Jaden, who lives in the eye of the storm, Trey has intentionally stayed on the periphery of the "A-list" madness. He’s frequently seen at Kansas City Chiefs games, though—not because he's playing, but because he’s actually become quite close with the NFL circle. There was even that funny cameo he did in a Hallmark movie, Holiday Touchdown: A Chiefs Love Story, playing himself.
He’s the steady hand of the siblings. While Willow and Jaden are pushing boundaries, Trey is often the one posting throwback photos of the family or supporting his dad’s latest projects. He’s effectively the "normal" one, which, in a family this famous, is a feat in itself.
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Why the Public Perception is Often Wrong
Most people still think of Jaden as the kid from The Karate Kid or the "confused philosopher" of 2014.
That version of him is dead.
The 2026 version is a businessman. He’s obsessed with "apple leather" and sustainable supply chains. He talks about Elon Musk as a blueprint for how to disrupt industries. It's a bit jarring if you haven't seen his evolution, but it’s the most authentic he's ever seemed. He isn't trying to be a movie star like Will. He’s trying to be a mogul.
The Smith kids were raised in a way that encouraged them to "fail loudly," as Will famously put it. Jaden did exactly that for a decade. Now, he’s reaping the benefits of that experimentation. He isn't seeking approval from Hollywood anymore; he’s seeking it from the fashion elite and the tech-forward sustainable crowd.
The Business of Being a Smith
The dynamic has shifted from a family of actors to a family of brands. Here is what the portfolio looks like right now:
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- Jaden's Louboutin Residency: Managing the visual identity of one of the world's most famous luxury houses.
- MSFTSrep's Expansion: Moving from streetwear into high-end, Italian-made sustainable garments.
- Trey's Media Production: Focus on DJing and behind-the-scenes content creation for major sports and entertainment brands.
- The Environmental Angle: Their water company, JUST Water, is still a massive part of their identity, though it's run more like a mature corporation now.
It’s interesting to note that despite the massive public fallout their parents had a few years back with the "entanglement" and the Oscars incident, the sons have remained remarkably focused. They didn't spiral. They didn't go the route of many "nepo babies" who burn out by 25.
Jaden’s recent appearance at the 2025 Met Gala—wearing a tailored Ozwald Boateng suit and a wire face sculpture—proved he’s the king of the "Black Dandyism" movement. He’s not just wearing clothes; he’s trying to curate culture.
What’s Next for the Smith Sons?
If you're following their trajectory, don't expect a return to traditional acting anytime soon. Jaden has Kung Fu Dream II (the Karate Kid sequel) in the works, but his heart is clearly in the design studio.
Trey will likely continue his path as a media personality and DJ, staying out of the tabloids and keeping the family's digital presence polished.
To keep up with them properly, you should look beyond their Instagram feeds. Check out the recent Paris Fashion Week archives for Jaden’s latest Louboutin men's collections, as those provide the best insight into his current headspace. For Trey, his guest spots on sports podcasts and his involvement with NFL-adjacent media are where he’s most active. The Smith legacy is no longer just about the box office; it's about the boardroom and the runway.
Watch Jaden’s "surrealist" music videos if you want to understand his current aesthetic—it's less about the lyrics and more about the visual language he's building for his fashion career.