Jaden and Willow Smith’s Best Iconic Style Moments
When it comes to fashion icons, the competition in Hollywood is strong, but two stars who easily make the list are Jaden and Willow Smith. The Smith siblings have become Gen Z tastemakers for their unapologetic aesthetic and for always taking the opportunity to go bigger and bolder every time they step onto a red carpet.
Their fearless experimentation has made Jaden a powerhouse in high-fashion campaigns as the men’s creative director at Christian Louboutin, launching a fashion-forward footwear collection. While Jaden is building mood boards and sketching up new designs, Willow remains a defining cultural force, constantly inspiring new trends. Today, we’re looking back on some of their most iconic ensembles.
Leather For Paris Fashion Week
Starting with Jaden, the young visionary has been killing it in the fashion game. At Paris Fashion Week, he served fit after fit, proving why Christian Louboutin trusts him to helm the label’s menswear creative direction. We’re obsessed with this worn-leather jacket, baggy cargo trousers, and pointed shoes tying the entire outfit together.
Tailored Style
For the Vivienne Westwood show, Jaden pulled up in an elegant pinstriped suit, with another pair of pointed-toe shoes peeking out from beneath his trousers. If there’s one thing Jaden knows how to do, it’s master a sophisticated, sharp suit.
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Willow’s Shirt and Tie
While less so than her brother, Willow Smith is also a fan of tailoring—always with a twist. At the Christian Dior show during Paris Fashion Week, the “Wait a Minute!” singer was spotted outside wearing a crisp button-down with a tie wrapped around her waist as a cinching belt.
Another Paris Fashion Week Moment
Another Paris Fashion Week outfit we’re entirely in love with is Willow’s cropped shirt paired with a billowing cargo skirt. What elevates the fit even further is her striking makeup: a gold lip, smoky eyes, and razor-sharp winged eyeliner.
Futuristic Makeup
When it comes to beauty, one thing we adore about Willow’s approach is her bold, futuristic palette. If there’s one thing the star knows how to do, it’s to have fun and experiment with vibrant, creative colors. For a July appearance on “Jimmy Kimmel Live,” she wore shimmering blue shadow and highlighted her cheeks with pink and purple blush.
Jaden’s Equally Bold Looks
Willow isn’t the only one who knows how to have fun with color and brushwork. During Paris Fashion Week last year, Jaden attended the Christian Louboutin presentation, drenched head-to-toe in red, with dark shades and silver jewelry adding sharp contrast. This experimental look sparked massive conversation across social media.
Slaying Together at the Grammy Awards
For the 2025 Grammys, the sibling duo hit the red carpet, pushing the envelope in fashion. Jaden wore a sleek black suit accented by a whimsical house sculpture on his head, while Willow opted for a trench coat, black-and-silver lingerie underneath, and a gorgeous, boxy afro.
Jaden’s Creative Genius
Jaden recently released a footwear collection with Louboutin, and his Plato Dots loafers have proven that the young creator not only has incredible personal style but also knows how to innovate in high fashion. Speaking with Hypebeast, the rapper explained why he chose to design customizable polka-dot shoes.
“You want the shoe to be able to change and evolve, and you don’t want to have to keep on buying new shoes,” he said. “So, it’s like you just have white socks on; as soon as you put the shoe on, it kind of brings it new life.”
Willow’s Gorgeous Afro
When it comes to Willow, she never fails to serve both an incredible fashion statement and an iconic hair aesthetic. Her stunning afro at Jordyn Woods’ wedding is still dominating social media timelines, and we honestly cannot get enough of it.
Cornrow Queen
What’s even more striking than Willow’s afro hair is her cornrows. Paired with curved black shades, a fur coat, and glittering eyeshadow, she looks ready to star in a stylish female reboot of “Men in Black.”
Jaden Smith’s Checkered Skirt
Another reason Jaden stands out as a fashion icon is that—like pioneers before him, such as Prince, Grace Jones, and Sylvester—he refuses to subscribe to rigid gender norms. In 2022, he rocked a checkered skirt over gray trousers for an edgy formal aesthetic, delivering a visual we’re still thinking about.
A Simple and Elegant Fit
For an event at the Grammy Museum in 2024, Willow dressed down in a more casual silhouette while maintaining her signature elegance. A cozy turtleneck, a plain brown leather belt, and natural afro hair highlighted her features, while bright jewelry added a subtle pop of color.
Blazers and Baggy Jeans
Sticking with clean lines and muted tones, Jaden was seen in Paris wearing a simple blazer and a pair of baggy jeans, his long locs neatly braided away from his face. Understated, perfectly tailored, and effortlessly cool.
Willow Smith’s Current Style
For the Spotify Best New Artist event, Willow stepped out in a sleek black wrap dress featuring one bare arm, complemented by maroon heeled boots. Tying her dreadlocks into a high bun and keeping her makeup minimal, she proved that whether she’s going for a high-fashion avant-garde look or minimalist evening wear, she always delivers an unforgettable fashion moment.
