When it comes to women in Hollywood who are over 80 and still fabulous, Diana Ross is at the top of the list. And it’s clear to see why. Not only did she turn 81 on Wednesday, but she’s still an active artist who’s currently selling out arenas and giving folks a grand show at her “Celebrating Timeless Classics Tour” this year.
Her grandeur and incredible legacy also landed her as the face of Saint Laurent by YSL in Anthony Vaccarello’s Spring 2024 campaign just a year ago. And her pictures put some of today’s model’s to shame.
Suggested Reading
But if you really know about “The Boss,” then seeing her as the face of an iconic fashion brand or selling out shows in 2025 is really just par for the course. She’s been the one to watch since her Supremes days and her talent along with her amazing fashion sense always took centerstage. So it’s in celebration of her 81st birthday that we thought it’d be fitting to take a look back at some of her most stylish looks.
And these are truly something to look at, so keep reading to get into all the goodness!
Grammys, 2025
Though Kendrick Lamar and Beyonce walked away as the big winners at the 2025 Grammys, the night took a remarkable turn when the legend showed up to present the award for Song of the Year. Donning a sparkly jumpsuit with a white, sheer chiffon-looking cape, Ross appeared onstage looking every bit as iconic as she is. We truly loved to see it!
YSL Campaign, 2024
This photo was just one of the many that took our breath away when Ross was announced as the newest face of YSL. The smize, the hair, the pose. It’s all too good!
Dublin, Ireland 2004
Orange you glad you saw this phenomenal picture of The Boss?! We know we are.
Billboard Music Awards, 2004
If you needed a lesson in how to make a statement with your outfit, look no further than Ross’ ensemble at the 2004 Billboard Music Awards. We’re getting lost in the layers and textures and absolutely loving it!
Central Park, 1983
Picture it: Central Park, 1983. July 21, 1983 to be exact. Diana Ross dazzled in a sparkly pink jumpsuit in what would become one of her most iconic performances ever. Not only did she look like a million bucks, but this sparkly pink jumpsuit was the fashionable followup to an orange sparkly number she wore the day before at this concert that was unfortunately cut short due to crazy rain and thunderstorms.
IRTS Gold Medal Awards Ceremony, 1980
This indigo number at the 1980 IRTS Gold Medal Awards is another look that solidified Diana’s signature look: sparkly, form-fitting dress and a dramatic cape. No matter what color, this fit will always be fly!
G.I.T. on Broadway, 1969
One of her last major performances as a part of The Supremes, Diana took the stage—and donned a variety of iconic looks to perform “G.I.T.” on Broadway in 1969. Also known as Diana Ross and The Supremes and The Temptations on Broadway, the television special produced by Motown Productions.
The Supremes, 1965
They may all be wearing the same dress but it was precisely because of The Supremes’ ahead of the curve fashion sense along with their silky smooth vocals, that propelled Ross as a fashion legend.
World AIDS Day, 2019
Once again, Queen Diana tapped into her tried and true “uniform,” this time opting for a saturated ruby red and sparkly cape. You know what they say, “if it ain’t broke—don’t fix it!”
“Endless Love” performance, 1987
We know “Endless Love” is a beloved song, and Lionel Ritchie was also a hearthrob at the time, but it’s Diana’s glam that takes the spotlight for us.
TV Land Awards, 2006
There may not be a cape to accompany this look, but this sparkly jumpsuit Diana wore at the 2006 TV Land Awards is stellar all by itself.
TNT Christmas in Washington, 2012
What’s Christmas without Diana Ross?? And what’s Diana Ross without a regal looking gown to help usher in the season??
61st Grammy Awards, 2019
Name a better duo that Diana Ross and a stunning red dress? I’ll wait. The 61st Grammys stage was never the same.
Glastonbury Festival, 2022
Not only did Diana Ross come out on the Pyramid Stage at the 2022 Glastonbury Festival in beautifully dramatic, icy white ensemble—but she turned the drama up a whole other notch by adding an elaborate, feathery head piece. THIS IS FASHION, folks.
American Music Awards, 2017
What did I tell you about her uniform? This time opting for a two-colored version, I’m never mad at this.
Muhammad Ali Celebrity Fight Night XIII, 2007
Folks may have shown up back in 2007 to see Muhammad Ali, but I can’t help but think the focus FULLY shifted once Diana took the stage in this billowy, white outfit.
Diana Ross in Concert, May 2010
We don’t mean to sound hyperbolic, but out of all the looks, this by far has to be my favorite. Why? Because this is one of her bolder-colored uniform variants and one look we want to recreate IMMEDIATELY.
“Make Room for Grandaddy,” 1970
The sleeves, the hair, the wispy eyelashes, the hair. There’s so much to admire about this look, and we are glad Diana had the confidence, swag, and allure to rock it.
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