Kylie Jenner may have turned heads at the 2025 Golden Globes in her daring Versace gown — but behind the scenes, she was having serious doubts.

On the Season 6 finale of *The Kardashians*, the 27-year-old beauty mogul admitted to her mom, Kris Jenner, that she was worried her low-cut, curve-hugging dress might have shown a bit too much.

“Should I have looked like this at the Golden Globes with my chest out?” Kylie asked her over the phone, sounding unsure.

The vintage Atelier Versace dress she wore to the January 5 event was bold and striking, originally designed for the spring 1999 collection and once worn by Elizabeth Hurley.

Kylie attended the awards show alongside her boyfriend, actor Timothée Chalamet, skipping the red carpet but making waves inside.

Kris didn’t hesitate to support her daughter’s choice. “Yes. You have to wear your best dress to every function,” she told Kylie. Then, in classic Kris fashion, she added a signature tip: “Always wear matching lingerie — just in case you end up in the hospital.”

Despite her initial concern, Kylie embraced her glamorous style for the rest of awards season, joining Chalamet at major events like the BAFTAs and Oscars, wearing equally stunning — and skin-baring — looks.

Kylie’s moment of doubt gave fans a rare glimpse into the pressure behind red carpet appearances. Even global style icons like her sometimes wonder: *Did I go too far?*