At a nostalgic evening celebrating the tenth anniversary of Kylie Cosmetics in Los Angeles on October 18, Kendall Jenner and Hailey Bieber chose timeless dresses—with a twist.

The event, attended by Kim Kardashian, Kris Jenner, Khloe Kardashian, Gabbriette, and many beauty influencers, evoked the 2016 “King Kylie” era. Kylie Jenner herself wore a bubblegum pink wig and matching latex dress, but Kendall and Hailey stuck to their signature understated styles.

Kendall sported a vintage Calvin Klein mini dress in blue suede, carrying a glossy vintage Gucci clutch and wearing pointed stilettos. Hailey chose a black corset-style dress with thin spaghetti straps, a low belted waist, and a high thigh slit, complemented by black Saint Laurent pumps. Both wore their hair long and loose with minimal makeup.

The little black dress is a versatile staple that Kendall and Hailey frequently rely on, styled by their shared stylist, Danielle Goldberg. They often opt for vintage pieces or designer labels like The Row and Saint Laurent, occasionally mixing in finds from Brandy Melville.

During Paris Fashion Week, the two showcased contrasting styles. Kendall embodied minimalist French chic in a plush black robe coat, classic dress pants, and leather ballet flats, while Hailey went for a bold, sheer leopard-print mini dress with platform leather knee-high boots. Though their looks sometimes differ, they always stay polished and well-coordinated. Whether in a little black or little blue dress, Kendall Jenner and Hailey Bieber always get it right.

Frequently Asked Questions
Of course Here is a helpful and clear FAQ about Kendall Jenner and Hailey Biebers unique takes on the little black dress

BeginnerLevel Questions

1 Whats the big deal about their little black dresses
They both wore classic black dresses but styled them in completely different ways showing how one simple item can be used to express different personal styles

2 How was Kendall Jenners LBD look different
Kendall often goes for a more edgy modeloffduty vibe She might pair a simple slip dress with chunky black boots a leather jacket and minimal sleek jewelry

3 How did Hailey Bieber style her LBD
Hailey typically leans into a more polished quiet luxury look She often chooses bodyconscious silhouettes and elevates them with sophisticated heels a structured clutch and timeless elegant jewelry like pearl necklaces

4 What is the main takeaway from their different styles
The main lesson is that the LBD is a blank canvas You can make it look cool and casual like Kendall or chic and refined like Hailey depending on how you accessorize it

Advanced Styling Questions

5 What specific items can I use to get a look like Kendalls
To emulate Kendalls style focus on these key pieces
Footwear Chunky combat boots or designer platform sandals
Outerwear A wellfitted leather or oversized blazer
Accessories Layered silver necklaces a few thin rings and often no bag or a simple shoulder bag

6 What specific items create Hailey Biebers polished LBD look
Haileys look is built on elegance and precision
Footwear Strappy high heels classic pumps or sleek loafers
Bags A structured tophandle bag or a miniature clutch
Accessories Statement pieces like a single pearl choker large sunglasses and diamond stud earrings

7 I have a basic black dress how can I experiment with both styles
Start with your accessories For a Kendallinspired day add boots and a leather jacket For a Haileyinspired evening swap the boots for heels add a pearl necklace and carry a clutch The dress stays the