All the Best Dressed Celebrities This Month: May 2025

This month began abuzz with pre-Met Gala anticipation as Hollywood’s elite and the sartorially blessed descended. Their arrival heralded a week of exclusive soirées and tantalizing glimpses of their style on the first Monday in May.

Sabrina Carpenter, for instance, exuded poised allure at a Versace fête, draped in a slinky aquamarine gown from the Italian house. Other stars opted for voluminous silhouettes yet maintained a restrained color palette, like Blake Lively in a Christopher John Rogers little white ruffled frock.

The Met Gala after-parties provided further style inspiration, with Rihanna stepping out in an all-black ensemble featuring a slinky Ann Demeulemeester cropped shirt and a fluid, silken skirt. Meanwhile, Hailey Bieber opted for sleek modernity in a corseted Dilara Fındıkoğlu corset dress.

Across the Atlantic in Rome, Kylie Jenner and Timothée Chalamet made their highly anticipated red-carpet debut as a couple. Jenner chose a timeless black Schiaparelli maxi gown. (Chalamet, in a dapper black suit, was no sartorial slouch either.)

In the post-gala flurry, stars embraced updated takes on classic glamour. Think: traditional formalwear infused with a contemporary edge – like Claire Danes in an impeccably tailored denim maxi skirt that was custom Zac Posen for Gap.

Find these and more of the best-dressed celebrities from May 2025 so far.