The 97th Annual Academy Awards had plenty of high-stakes drama on the stage, but the real chaos was happening in the front row. Honestly, if you weren't looking closely, you might have missed her. Kylie Jenner didn't even walk the red carpet. She basically materialised inside the Dolby Theatre, tucked away next to Timothée Chalamet. While he was grabbing headlines in a "banana yellow" leather Givenchy suit, the Kylie Jenner Oscars 2025 dress was doing something much more quiet, yet arguably more polarizing.
People were quick to judge the look as "too much" for the Academy's stiff atmosphere. It was a custom Miu Miu. Black. Beaded. And yeah, it had those horizontal cutouts that made it look like she was wearing a bedazzled bra as a top.
The Miu Miu "Sneak Entrance" Strategy
The reality is that Jenner has developed a bit of a signature move lately. She skips the carpet, avoids the firing squad of flashing bulbs, and just... appears. We saw it at the Golden Globes and the BAFTAs. By the time the Kylie Jenner Oscars 2025 dress flashed on screen during Conan O’Brien’s opening monologue, the internet was already scrambling for a high-res photo.
Makeup artist Ariel Tejada eventually gave us what we wanted on Instagram. The dress was a column-style gown from Miu Miu, which is kind of a pivot for a brand usually associated with "indie-sleaze" or preppy aesthetics. This was pure sultry glamour. The bodice featured a plunging sweetheart neckline and two massive cutouts around the waist, held together by thin straps. Inky crystals covered the top half, slowly fading out as they reached the silk skirt.
She paired it with:
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- Lorraine Schwartz black diamond rings and earrings.
- A mini Miu Miu Wander bag (worth about $2,100).
- Pointy Amina Muaddi pumps that barely peeked out from the hem.
Why the 2025 Oscars Look Felt Different
There’s a reason this dress felt "off" to some fashion purists. Usually, when a partner supports a nominee—Chalamet was up for Best Actor for A Complete Unknown—they go for something understated. "Classy" is the word the Reddit threads kept throwing around. But Kylie isn't really an "understated" person.
The Kylie Jenner Oscars 2025 dress was a deliberate choice to stick to her own brand rather than melting into the "prestige" background of the Oscars. It was bold. It was arguably a bit "Jersey prom" according to some critics, but it was unmistakably her.
There was also a heavy emotional weight to the night. Her longtime hairstylist and close friend, Jesus Guerrero, had passed away just days prior. Ariel Tejada mentioned in a tribute that the glam team had a "hard" time getting ready without him. That context makes the "polished" look even more impressive. You’ve got to wonder if the decision to skip the carpet was less about mystery and more about just getting through a difficult day.
The Vanity Fair Pivot: From Miu Miu to Ashi Studio
If the ceremony dress was polarizing, the after-party look was a full-blown statement. For the Vanity Fair Oscar Party, Kylie swapped the beaded Miu Miu for a sheer lace corset gown by Ashi Studio Couture.
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This wasn't just any off-the-rack piece. It came from the Spring/Summer 2025 Haute Couture collection by Saudi designer Mohammed Ashi. It had a lingerie-inspired lace bodice and a sheer skirt that basically redefined "naked dressing" for the 2025 season.
Interestingly, she had the dress customized to remove the sculptural hip accents seen on the runway. It made the silhouette much sleeker. While Timothée swapped his yellow leather for a polka-dot Tom Ford suit, Kylie leaned into the "boudoir" trend.
The Critics vs. The Fans
The feedback was split right down the middle.
- The Critics: They felt the Kylie Jenner Oscars 2025 dress was a miss because it lacked the "Old Hollywood" sophistication the Oscars usually demand.
- The Fans: They loved that she didn't try to be something she's not.
Most people get it wrong by thinking she was trying to be "elegant" in the traditional sense. She wasn't. She was there as the world's biggest influencer supporting her boyfriend, and she dressed exactly like the mogul she is.
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Steal the Style: Actionable Insights
You probably don't have a custom Miu Miu budget, but the 2025 Oscars looks actually gave us some wearable trends.
- The "Noir" Palette: Monochromatic black with varied textures (beading vs. silk) is how you make a dark outfit pop.
- Side-Part Blowouts: The deep side-part is officially back. Kylie’s glossy, voluminous hair was the perfect counter-balance to the "edgy" cutouts.
- Subtle Bling: If your dress is heavily beaded, skip the necklace. Follow Kylie's lead and stick to statement rings and earrings.
The Kylie Jenner Oscars 2025 dress served its purpose. It kept her in the conversation without her having to say a single word on a red carpet. Whether you loved the cutouts or hated the "bra-as-a-top" vibe, you can't deny that she and Chalamet have become the most visually interesting couple in Hollywood.
If you're looking to replicate the look for a high-end event, focus on a "column" silhouette. It lengthens the body and allows for those daring cutouts without losing the formal structure. Just maybe skip the $2,000 mini-bag unless you've got the Kardashian-Jenner bank account to match.