Hailey Bieber Shines in 90s-Inspired Vintage Gucci Look

Hailey Bieber made a memorable entrance at the 2025 Men of the Year Awards, embracing full 90s nostalgia in a dazzling vintage Gucci look. Her sheer, shimmering halter gown paired with a rare jeweled thong from the Tom Ford era became one of the most discussed highlights of the evening.

The gown featured an open-back silhouette, a dramatic slit, and delicate mesh fabric that subtly showcased the jeweled thong underneath—an iconic 90s trend once embraced by several celebrities. Hailey’s minimalist styling, including diamond earrings, a tennis bracelet, and her wedding ring, perfectly complemented the bold outfit. She completed the look with a simple updo to keep the focus entirely on her ensemble.

A Milestone Event

This year’s ceremony marked the 30th anniversary of the Men of the Year celebration, making the night especially significant. Hailey was not only a guest but also one of the event’s co-hosts, highlighting her growing influence in fashion and entertainment.

She appeared alongside a diverse group of fellow co-hosts, including acclaimed actors, musicians, comedians, and performers. Their presence added to the star-studded atmosphere of the evening, which took place at a renowned Los Angeles venue.

A Night Dedicated to the 90s

The theme for the event—“90s Hollywood Red Carpet”—invited attendees to revisit the era known for its daring silhouettes, slip dresses, metallics, and minimalistic elegance. Many celebrities embraced the throwback brief, transforming the red carpet into a modern yet nostalgic tribute to the decade.

Among the standout participants was Sydney Sweeney, who wore a sleek column gown that captured the polished, glamorous spirit of the 90s. The collective interpretation of the theme turned the event into one of the year’s most cohesive and stylish red carpets.

Hailey’s Confident Fashion Evolution

Hailey has consistently leaned into 90s-inspired fashion over the past year, experimenting with bold textures, dramatic silhouettes, and statement pieces. She recently appeared in a full leather look at another major event and earlier showcased an avant-garde sculptural gown that sparked widespread conversation for its elaborate design.

Though she now commands confidence on the red carpet, Hailey has acknowledged in past interviews that her journey toward self-assurance took time. She has spoken about gradually finding her footing as a model and embracing bolder fashion choices as her confidence grew. Today, her fearless style moments reflect her evolution into one of the most-watched fashion figures.