Kendall Jenner stepped out in West Hollywood on August 25, 2025, serving up fall’s hottest trends: indigo denim and tomato girl red. Here’s how to steal her effortlessly chic look—plus, the secret behind her signature flip-flops and The Row tote.
Kendall Jenner’s West Hollywood Street Style: A Lesson in Fall’s Biggest Trend
There’s something almost poetic about watching a supermodel like Kendall Jenner casually redefine the season’s trends. On August 25, 2025, she did just that—strolling through West Hollywood in a look that perfectly encapsulated fall 2025’s rising indigo denim trend and the lingering allure of “tomato girl” red. The outfit wasn’t just a statement; it was a masterclass in how to transition summer’s boldest hues into autumn’s moody palette.
Outfit Focus: The Art of the Effortless Ensemble
1. The Indigo Denim Moment
Jenner’s choice of straight-leg, low-rise indigo jeans was no accident. This silhouette, inspired by Fall 2025 runways from Prada, Isabel Marant, and Khaite, is the season’s answer to the classic blue jean. The deep, almost-black wash added a touch of sophistication, while the straight-leg cut kept it modern and versatile. It’s a far cry from the wide-leg styles her friend Hailey Bieber favored just days earlier—a subtle but deliberate shift in silhouette that speaks to Jenner’s knack for staying ahead of the curve.
2. The Tomato Girl Top
Paired with her jeans was a cropped, crimson red crewneck tee, a nod to the “tomato girl” aesthetic that dominated summer but is now making a case for fall. The color was vibrant, unexpected, and undeniably bold—a reminder that Jenner isn’t afraid to play with contrast. The cropped fit? Pure L.A. It-girl energy, balancing the relaxed denim with a hint of skin and a dash of attitude.
3. The Flip-Flop Revolution
On her feet, Jenner sported The Row’s Dune Flip-Flops in black, a departure from the red version that’s been dubbed Q2’s “Hottest Item” by Lyst. The chunkier strap and sole marked a shift from her usual ultra-thin thong sandals, signaling a new era for the controversial shoe. At $690, these aren’t your average flip-flops—they’re a statement, and Jenner wore them with the confidence of someone who knows she’s setting the trend, not following it.
4. The Tote That Ties It All Together
No Jenner look is complete without a designer bag, and this time, it was The Row’s $3,120 leather Terrasse tote in black. The structured yet soft silhouette broke up the casual vibe of the jeans and tee, adding a touch of luxury that’s become synonymous with her street style. Fun fact: She carried the same model in tan just a week prior, proving that some pieces are worth repeating—especially when they’re this chic.
5. The Finishing Touches
Jenner kept accessories minimal but impactful. A pair of retro sunglasses added an air of mystery, while her hair, pulled back in a sleek bun, let the outfit take center stage. The overall effect? A look that’s equal parts relaxed and refined, with every piece carefully curated to make an impact.
Styling Cohesion: Why It Works
Jenner’s ensemble is a study in balance. The indigo denim grounded the look, while the red top injected a dose of playfulness. The flip-flops, though unexpected, felt intentional—a nod to the normcore trend that’s been creeping back into fashion. And the tote? It elevated the entire outfit, proving that even the most casual looks can benefit from a touch of high-end polish.
What’s most impressive is how seamlessly Jenner blended these elements. The indigo and red color palette felt fresh yet timeless, while the mix of textures—denim, leather, and rubber—added depth. It’s a look that’s both aspirational and achievable, the kind of outfit that makes you want to raid your closet and experiment.
The Cultural Impact: From Runway to Sidewalk
Jenner’s outfit isn’t just about personal style; it’s a reflection of where fashion is headed. The indigo denim trend, spotted on runways from Khaite to Louis Vuitton, is a clear indicator of fall’s moody, sophisticated vibe. Meanwhile, the “tomato girl” red is a holdover from summer, proving that some trends are too good to let go.
As a fashion insider, I’ve noticed a shift toward street style that feels more authentic and less staged. Jenner’s look is a perfect example—proof that the most memorable outfits are the ones that feel true to the wearer. And let’s not forget the “Jenner effect”: Since she’s been spotted with the Terrasse tote, resale prices have skyrocketed to upwards of $5,000. That’s the power of a supermodel’s stamp of approval.
Get the Look: Kendall Jenner’s West Hollywood Vibes
- Denim: Invest in a pair of straight-leg, indigo-wash jeans for a similar silhouette.
- Top: Opt for a cropped, crimson red tee to channel the tomato girl trend.
- Footwear: Swap your thin flip-flops for a chunkier, structured pair—bonus points if they’re from The Row.
- Bag: Carry a black leather tote to add instant polish.
- Accessories: Keep it simple with retro sunglasses and a sleek hairstyle.
5 Ways to Master Kendall Jenner’s Fall Street Style
- Embrace Indigo Denim: This season’s denim is all about deep, moody washes. Pair yours with a bold top for contrast.
- Play with Proportions: Balance cropped tops with high-waisted or straight-leg jeans for a modern silhouette.
- Upgrade Your Flip-Flops: Chunky straps and luxury materials are the key to making flip-flops feel high-fashion.
- Invest in a Statement Tote: A structured leather bag can elevate even the simplest outfit.
- Mix Summer and Fall Trends: Don’t be afraid to carry summer’s bold colors into autumn—Jenner’s red tee is proof it works.
The Reflective Closer
Kendall Jenner’s West Hollywood look is more than just an outfit—it’s a blueprint for fall fashion. It’s about taking risks, blending trends, and wearing everything with confidence. So, go ahead: Steal her style, make it your own, and don’t forget to follow celebmafia.com/celebrity-style for more insider tips.
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