Kylie Jenner recently paid homage to early 2000s fashion by stepping out in a striking vintage Ralph Lauren outfit. The ensemble — a leather polka dot bra and matching capris — was famously worn by supermodel Gisele Bündchen on the runway in 2000. Jenner showcased the look on her Instagram Stories, even including a throwback photo of Bündchen in the original outfit. The bold fashion choice highlights Jenner’s growing affinity for vintage designer pieces and iconic fashion moments.
Kylie Turns Heads at Star-Studded Wedding, Then Enjoys Stylish Italian Family Vacation
The fashion statement followed Jenner’s buzz-worthy appearance at Jeff Bezos and Lauren Sánchez’s extravagant wedding in Italy. Kylie made headlines for wearing a white dress — traditionally reserved for the bride — to the high-profile event. Her figure-hugging dress featured a corset top, underboob cutouts, and a plunging neckline, stirring mixed reactions online. Regardless of the controversy, the look emphasized her ongoing preference for bold and unconventional red-carpet style.
Kylie Jenner Revives Y2K Style in Italy While Embracing Family Time and Timothée Chalamet RomanceAfter the wedding festivities concluded, Jenner stayed in Italy for a relaxed family vacation. She shared an adorable fashion moment with her daughter, Stormi, as the pair coordinated in black and white polka dot outfits — a bikini for Kylie and a tank top for Stormi. The sweet mother-daughter moment was one of many glimpses into their vacation, revealing a more down-to-earth side of the beauty mogul.
Kylie Shares Family Moments in Italy, Then Goes Public With Timothée Chalamet Romance
Jenner’s Italian holiday content also featured her children in candid, playful moments. Her son Aire, aged three, was spotted walking alongside his sister in red sport shorts and a white T-shirt, while Stormi amused herself with coloring pages. These snapshots painted a picture of a more grounded and nurturing Kylie, spending quality time with her kids amid her glamorous lifestyle.
Upon returning from Italy, Kylie subtly confirmed the seriousness of her relationship with actor Timothée Chalamet. By following him on Instagram, she signaled a new level of openness about their romance. The couple made their red carpet debut earlier in May and, according to Us Weekly, are now “practically living together.” This move marks a significant shift in Jenner’s personal life, which she has largely kept private until now.