Kylie Jenner wore a strapless black leather crop top with matching pants and teal‑tinted hair while out in West Hollywood with Hailey Bieber, October 2025.
On October 13, 2025, Kylie Jenner was photographed in West Hollywood, stepping out for a night with Hailey Bieber and channeling her iconic “King Kylie” era . Jenner wore a strapless black leather crop top paired with high‑waisted leather pants , carrying a matching jacket in hand. Her long dark hair, now styled with teal‑green highlights at the ends , immediately drew attention and sparked comparisons to her mid‑2010s experimental style. The monochromatic leather ensemble, softened by her smile and natural glam makeup, projected both nostalgia and reinvention in a single celebrity event look .
Jenner’s styling tapped into the cultural resurgence of Y2K and mid‑2010s nostalgia , where bold hair colors and leather ensembles are once again dominating nightlife fashion. The teal tint in her hair was more than a beauty choice—it was a deliberate callback to her “King Kylie” persona, a period when she defined millennial beauty trends through wigs, bold colors, and daring silhouettes. By pairing the throwback hair with a sleek leather outfit, Jenner bridged her past and present, signaling both continuity and evolution. In a cultural moment where celebrity appearances double as viral content, her look demonstrated how personal branding and fashion history can be strategically intertwined.
The ensemble is refined in its balance of edge and nostalgia. The leather crop top and pants projected strength and sensuality, while the teal hair injected playfulness and cultural memory. The risk of leaning too heavily into costume was mitigated by her understated makeup and silver bracelet stack, which grounded the look in modern minimalism. The sharp insight here is that Jenner’s styling illustrates how public appearances can serve as acts of self‑mythologizing—where fashion becomes a tool for revisiting and reframing past identities in the present.
Hailey Bieber wore a cropped leather jacket with a white tank, black pants, and pointed‑toe shoes while out in West Hollywood with Kylie Jenner, October 2025.
On October 13, 2025, Hailey Bieber was spotted in West Hollywood, stepping out alongside Kylie Jenner for a night in the city. Bieber carried a green matcha drink in hand while showcasing a sleek, pared‑back look. She wore a fitted cropped black leather jacket with a collarless opening and subtle shoulder pads, layered over a white tank top . The ensemble was completed with black pants and pointed‑toe shoes , while her long straight hair and oversized sunglasses added a polished finish.
Bieber’s styling reflected the ongoing 2025 trend of streamlined leather tailoring , where cropped jackets replace oversized bombers as the new silhouette of choice. The decision to forgo her usual slouchy outerwear in favor of a fitted topper signaled a shift toward sharper, more architectural dressing. The white tank top provided a minimalist counterpoint, aligning with the cultural embrace of quiet luxury basics —pieces that appear effortless but carry intentionality. The matcha accessory, while incidental, reinforced the lifestyle branding that often accompanies celebrity streetwear, where even beverages become part of the visual narrative. In the context of a night out with Jenner, Bieber’s look demonstrated how coordinated styling between friends can amplify individual fashion statements.
Brooks Nader wore a sheer black top with a mini skirt, blazer, sheer tights, and pumps outside the Sherri taping in New York October 2025.
On October 14, 2025, Brooks Nader was photographed outside a taping of the Sherri Shepherd Show in New York City. The model and TV personality opted for a sheer black top paired with a black mini skirt , layered beneath an unfastened black blazer . She completed the monochromatic ensemble with sheer tights and sleek black pumps , while gold earrings and a chunky gold bracelet added a flash of metallic contrast. Her voluminous waves and side‑parted hair framed a beauty look defined by smoky eyes, pink blush, and a glossy lip. The result was a daring yet polished celebrity event look that balanced sensuality with structure.
Nader’s styling reflects the ongoing 2025 fascination with power dressing reimagined through transparency . The sheer blouse, once confined to nightlife, has migrated into daytime and media appearances, signaling a cultural shift toward bold visibility. The blazer provided a nod to traditional tailoring, while the mini skirt and tights recalled the 1990s revival dominating current runways. By pairing statement jewelry with an otherwise all‑black palette, Nader leaned into the minimalist‑maximalist tension that defines much of contemporary fashion. In the context of a talk show taping, the look projected confidence and control—an assertion that media appearances are now as much about fashion narratives as they are about interviews.
The ensemble is refined in its interplay of daring transparency and classic tailoring. The sheer top and mini skirt projected boldness, while the blazer and pumps anchored the look in sophistication. The risk lay in the balance: without the blazer, the outfit might have skewed toward overt provocation, but with it, the styling achieved equilibrium. The sharp insight here is that Nader’s outfit illustrates how public appearances outside talk shows have become stages for experimenting with the boundaries of formality—where sheer fabrics and structured tailoring coexist to redefine what counts as daytime chic.