If you were on the internet in 2013, you remember the photo. It’s grainier than a beach in Malibu, but the visual is unmistakable. Jaden Smith is walking out of a movie theater. He’s looking a little dazed. And his face is absolutely covered in beige smudge marks. Specifically, it was Kylie Jenner's foundation.
Back then, "King Kylie" was just becoming a thing. Jaden was the philosopher-prince of Twitter. They were the ultimate "it" couple that refused to admit they were a couple. Looking back from 2026, that messy, unblended moment feels like a time capsule of a much simpler era of celebrity beauty. Before the billion-dollar kits. Before the meticulously airbrushed Instagram grids.
Honestly, it’s the most relatable makeup disaster in Hollywood history.
The Messy Reality of Jaden Smith Kylie Jenner Makeup
The phrase "jaden smith kylie jenner makeup" usually brings up two very different things. First, there's that infamous movie date where Jaden ended up wearing Kylie’s face products. Second, there's the long-standing rumor that the two would eventually collaborate on a "gender-neutral" beauty line.
While a formal collaboration never materialized under the Kylie Cosmetics banner, their influence on each other's aesthetic is undeniable. In 2013, Kylie was still experimenting with the heavy, matte foundation that would eventually become her signature. Jaden, meanwhile, was already pushing boundaries with gender-fluid fashion.
Think about it. We’re talking about a guy who wore a white Batman suit to Kim and Kanye’s wedding. He wasn't afraid of a little product.
What Actually Happened at the Movies?
The 2013 "foundation incident" wasn't just a meme; it was a catalyst. According to several deep-dives on Reddit and E! News archives, the pair had been seeing World War Z at a theater in Calabasas. When they emerged, Jaden had visible makeup transfers on his nose and cheeks.
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It was the first "hard launch" of their relationship without them ever saying a word.
Later, rumors swirled that Jaden was actually the person who sparked Kylie's insecurity about her lips. In a 2015 episode of Keeping Up With The Kardashians, Kylie famously admitted that a guy she liked told her she was a "bad kisser" because of her small lips. Fans have debated for a decade whether that was Jaden or her previous boyfriend, Cody Simpson.
If it was Jaden, the irony is thick. He’s spent the last decade championing self-expression and unconventional beauty.
Jaden Smith’s 2026 Beauty Revolution
Fast forward to today. In late 2025 and early 2026, Jaden Smith hasn't just been "wearing" makeup; he’s been redefining it. Most recently, at the Christian Louboutin Spring/Summer 2026 show in Paris, Jaden made headlines for wearing bold, red face paint that matched his football-inspired shoulder pads.
This isn't "pretty boy" makeup. It's war paint. It’s MSFTSrep energy.
- The Louboutin Connection: Jaden’s use of red paint wasn't random. It was a nod to his appointment as a brand ambassador for the house.
- The "2025: A" Aesthetic: His latest musical and visual projects utilize heavy, monochromatic pigments.
- Gender Neutrality: Unlike the traditional "glam" of the Kardashian-Jenner world, Jaden uses makeup as an extension of his clothing—deconstructing the idea that "makeup" has to mean "concealing flaws."
It’s a massive departure from the heavy foundation days of 2013. He’s moved from being a canvas for someone else's product to being the architect of his own look.
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Why a Collaboration Never Happened (And Why That’s Okay)
People always ask why Kylie didn't just give Jaden a "Kylie x Jaden" collection. It would have sold out in seconds.
The truth is likely business-based. Kylie Cosmetics, now a powerhouse under Coty Inc., has a very specific, polished brand identity. Even as she celebrates her 10-year anniversary in 2026 with the "King Kylie" Collection, the focus remains on "glam."
Jaden’s brand, MSFTSrep, is about subversion. It’s about "trippy summer" vibes and challenging the economic state of the world (his words, literally). Mixing those two vibes might have been too much of a clash for the corporate suits at Coty.
The Evolution of Kylie’s Look in 2026
While Jaden went avant-garde, Kylie has actually gone softer. In early 2026, she launched Cosmic Intense, her third fragrance. The "jaden smith kylie jenner makeup" era was defined by heavy contour. Her current "clean girl" aesthetic—seen in her recent Y2K-inspired latex shoots—is far more breathable.
It’s almost like they swapped roles. Jaden is now the one with the bold, experimental "face," while Kylie is leaning into her natural features (and a really good vanilla-scented perfume).
How to Get the Look (The Modern Version)
If you're looking to bridge the gap between Jaden’s artistic chaos and Kylie’s refined glow, here is how you do it in 2026:
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- Ditch the Full Coverage: Both stars have moved away from the "mask" look. Use a skin tint that lets your freckles show.
- Monochromatic Pops: Use one bold color—like the "Louboutin Red" Jaden loves—and apply it sparingly to just your eyes or as a smudge on the cheek.
- The "Lived-In" Lip: Instead of the sharp, over-lined look of 2016, go for a stained effect. It’s more "I just left a movie theater" and less "I just left a salon."
- Hydration is Key: Kylie’s latest skin drops are all about moisture. Makeup looks better on healthy skin. Period.
What to Watch Next
The friendship between these two remains one of the most stable things in Hollywood. They still show up at the Met Gala together and support each other's launches.
If you want to stay ahead of the curve, keep an eye on MSFTSrep's 2026 runway shows. Rumor has it Jaden is finally eyeing a small-batch pigment release that focuses on the primary colors he’s been wearing in Paris. It won't be a Kylie Lip Kit, but it might just be the next big thing in "art-house" beauty.
Check out the official Kylie Cosmetics 10th Anniversary vault if you're feeling nostalgic for the 2013 era, but don't be afraid to smudge the edges a bit. After all, Jaden proved years ago that a little messiness is what makes a look iconic.
For those tracking the business side, keep an eye on Coty’s 2026 quarterly reports. There is constant chatter about Kylie reclaiming more creative control, which could mean more experimental collaborations are finally on the table.
Next Steps for Your Routine:
- Research "Organic Skin Architecture": This is the philosophy Jaden is currently pushing for his new creative projects.
- Swap Your Matte Liquid Lip: Try the new Cosmic Intense body mists for a scent-heavy approach to beauty that doesn't require a mirror.
- Invest in a Good Cleansing Oil: If you’re going to wear face paint like Jaden, you need to be able to get it off without scrubbing your skin raw.
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