Madonna at 66: The Evolution of a Pop & Fashion Icon

At 66, Madonna remains a pop icon and fashion trailblazer — constantly evolving her image, sound, and influence across music and style. We're rounding up her most iconic looks over the past decades in honor of her birthday!

All The Best Fashion Moments From The 2025 Grammys

Music's biggest night sees a dazzling array of talent make the red carpet their stage

She’s Just Being Miley: Miley Cyrus Emulates 90s Galliano In Custom Maison Margiela

Made-to-measure Margiela. Cleopatra showgirl. That’s all.

Billie Eilish Was Made To Be The 1965 “Poodle Parade” Barbie At The 2024 Grammy Awards

But on the red carpet, she’s a pink lady through and through

All the Best Style Moments at the 2023 Grammy Awards

Don't miss the most talked-about looks of the night

Beyoncé Is Contesting Jay-Z’s Crown for the Most Grammy Nominations Ever

See the full list of 2023 Grammy nominations here