Kylie Jenner recently reflected on her striking appearance at the 2025 Golden Globes, where she attended the event with boyfriend Timothée Chalamet. The duo turned heads as they walked the red carpet, with Jenner wearing a stunning silver vintage Versace gown that featured a daring backless design. However, in a candid moment shared during the finale of “The Kardashians,” Jenner expressed some uncertainty about her look.

In a post-credits scene that aired on April 10, Jenner reached out to her mother, Kris Jenner, questioning whether her outfit was appropriate for the prestigious event. “Hi, I’m like should I have looked like this with my out?” she asked, alluding to her bold fashion choice. Kris quickly reassured her daughter, emphasizing the importance of making a statement at glamorous events. “Yes, you have to wear your best dress to every function you go to no matter what,” Kris responded, highlighting her belief that one should always be prepared—fashionably speaking.

Despite her moment of self-doubt, Kylie has consistently pushed the boundaries of fashion. In an interview with Elle last October, she discussed the challenge of maintaining her iconic style. “It’s hard to have so many iconic looks because you’re always trying to outdo the last one,” she said. However, she emphasized that staying true to herself and wearing what makes her feel great is her current focus. Kylie noted that she is exploring a quieter luxury style while still enjoying the thrill of experimentation.

As the youngest member of the Jenner-Kardashian clan, Kylie continues to navigate the world of high fashion, balancing her bold choices with a desire for authenticity. The Golden Globes appearance not only showcased her stunning style but also provided a glimpse into the pressures and expectations that come with being a public figure in the fashion spotlight.